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UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549



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FORM 10-Q



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(Mark One)

|x | QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
|- | ---------------------------------------------------------------------------------------

For the quarterly period ended June 30, 2006

or



| ̈ | TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
|- | ----------------------------------------------------------------------------------------

For the transition period from  to

Commission File Number: 000-26223



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TUMBLEWEED
COMMUNICATIONS CORP.

(Exact name of registrant as specified in its charter)



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|                                                               |  |                                     
|-------------------------------------------------------------- |  | ------------------------------------
|Delaware                                                       |  | 94-3336053                          
|(State or other jurisdiction of incorporation or organization) |  | (I.R.S. Employer Identification No.)
|                                                               | 
|700 Saginaw Drive Redwood City, CA                             |  | 94063                               
|(Address of principal executive offices)                       |  | (Zip Code)                          

(650) 216-2000

(Registrants telephone number, including area code)



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Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange
Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90
days.    Yes  x    No ̈

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, or a non-accelerated filer. See definition of
accelerated filer and large accelerated filer in Rule 12b-2 of the Exchange Act.



|                         |  |                      |  |                       
|------------------------ |  | -------------------- |  | ----------------------
|Large accelerated filer ̈ |  | Accelerated filer  x |  | Non-accelerated filer ̈

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the
Exchange Act).    Yes ̈No  x

The number of shares of common stock outstanding as of July 31, 2006 was 50,022,796.



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##### Table of Contents

SPECIAL NOTE ON FORWARD-LOOKING STATEMENTS

This Quarterly Report on Form 10-Q contains forward-looking statements within the meaning of Section 27A of the Securities Act of 1933 and
Section 21E of the Securities Exchange Act of 1934, which are subject to the safe harbor created by those sections. The forward-looking statements are based on our current expectations and projections about future events.
Discussions containing such forward-looking statements may be found in Managements Discussion and Analysis of Financial Condition and Results of Operations. In some cases, you can identify forward-looking statements by terminology
such as may, will, should, could, predicts, projects, potential, continue, expects, anticipates, future,
intends, plans, believes, estimates, or the negative of these terms and other comparable terminology, including, but not limited to, the following:



| |  |  | any projections of revenues, earnings, cash balances or cash flow, synergies or other financial items;
| | - |  | ------------------------------------------------------------------------------------------------------



| |  |  | any revenue expected to be realized from backlog;
| | - |  | -------------------------------------------------



| |  |  | any statements of the plans, strategies and objectives of management for future operations;
| | - |  | -------------------------------------------------------------------------------------------



| |  |  | any statements regarding future economic conditions or performance;
| | - |  | -------------------------------------------------------------------



| |  |  | any statements regarding implementing our business strategy;
| | - |  | ------------------------------------------------------------



| |  |  | any statements regarding attracting and retaining customers;
| | - |  | ------------------------------------------------------------



| |  |  | any statements regarding obtaining and expanding market acceptance of the products and services we offer;
| | - |  | ---------------------------------------------------------------------------------------------------------



| |  |  | any statements regarding competition in, or size of, our market; and
| | - |  | --------------------------------------------------------------------



| |  |  | any statements of assumptions underlying any of the foregoing.
| | - |  | --------------------------------------------------------------

These forward-looking statements are only predictions, not historical facts. These forward-looking statements involve certain risks and uncertainties, as well as assumptions. Actual results, levels of activity, performance, achievements and
events could differ materially from those stated, anticipated or implied by such forward-looking statements. The factors that could contribute to such differences include those discussed under the caption Risks Factors in Part II,
Item 1A contained herein, as well as those discussed in our Form 10-K and other filings with the Securities and Exchange Commission. You should consider these risks carefully, among other things, in evaluating our prospects and future financial
performance. The occurrence of the events described in the risk factors could harm our business, results of operations and financial condition. These forward-looking statements are made as of the date of this Quarterly Report on Form 10-Q. We
disclaim any obligation to update or alter these forward-looking statements, whether as a result of new information, future events or otherwise, or any obligation to explain the reasons why actual results may differ.



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##### Table of Contents

TUMBLEWEED COMMUNICATIONS CORP. AND SUBSIDIARIES

INDEX



|               |  |                                                                                                                    |  |     
|-------------- |  | ------------------------------------------------------------------------------------------------------------------ |  | ----
|               |  |                                                                                                                    |  | Page
|               |  | Part I                                                                                                             |  |     
|Item 1         |  | Financial Statements (unaudited)                                                                                   |  | 4   
|               |  | Condensed Consolidated Balance Sheets as of June 30, 2006 and December 31, 2005                                    |  | 4   
|               |  | Condensed Consolidated Statements of Operations for the three and six months ended June 30, 2006 and June 30, 2005 |  | 5   
|               |  | Condensed Consolidated Statements of Cash Flows for the six months ended June 30, 2006 and June 30, 2005           |  | 6   
|               |  | Notes to Condensed Consolidated Financial Statements                                                               |  | 7   
|Item 2         |  | Managements Discussion and Analysis of Financial Condition and Results of Operations                              |  | 14  
|Item 3         |  | Quantitative and Qualitative Disclosures About Market Risk                                                         |  | 22  
|Item 4         |  | Controls and Procedures                                                                                            |  | 22  
|               |  |                                                                                                                   
|               |  | Part II                                                                                                            |  |     
|Item 1         |  | Legal Proceedings                                                                                                  |  | 23  
|Item 1A        |  | Risk Factors                                                                                                       |  | 24  
|Item 2         |  | Unregistered Sales of Equity Securities and Use of Proceeds                                                        |  | 29  
|Item 3         |  | Defaults Upon Senior Securities                                                                                    |  | 29  
|Item 4         |  | Submission of Matters to a vote of Security Holders                                                                |  | 29  
|Item 5         |  | Other Information                                                                                                  |  | 29  
|Item 6         |  | Exhibits                                                                                                           |  | 30  
|Signatures     |  | 31                                                                                                                
|Certifications |  |                                                                                                                   

TRADEMARKS

The following are registered trademarks of Tumbleweed Communications Corp. or its subsidiaries in the United States and/or other countries: Tumbleweed®, Tumbleweed Communications®, the Arrows logo, MailGate®, Secure Envelope®, Secure Inbox®, Tumbleweed IME Integrated Messaging Exchange®, Messaging Management System (MMS)®, Valicert® and Corvigo®. The following are other trademarks and service marks of Tumbleweed Communications Corp. or its subsidiaries in the United States and/or other countries: MailGate Appliance, MailGate Edge, MailGate Email
Firewall, MailGate Secure Messenger, Tumbleweed Email Firewall, Dark Traffic, Dynamic Anti-Spam Service (DAS), Edge Defense, Intent-Based Filtering (IBF), Spam Analysis Engine, SecureTransport,
SecureTransport Client, SecureTransport Edge, SecureTransport Server, Valicert Validation Authority, Tumbleweed Validation Authority, Validation Authority, Validation Authority Server, Server
Validator, Desktop Validator, Validator Toolkit, Tumbleweed FTP Analyzer, Tumbleweed Secure Guardian, Tumbleweed Secure Policy Gateway, Tumbleweed Secure Staging Server, Tumbleweed Staging Server,
Tumbleweed Secure Mail, Tumbleweed Secure Redirect, Tumbleweed Secure Public Network, Tumbleweed SPN, Tumbleweed Secure Archive, Tumbleweed Secure Web, Tumbleweed Secure CRM, Tumbleweed Secure
Messenger, Tumbleweed Secure Statements, Tumbleweed My Copy, Tumbleweed L2i, Tumbleweed IME Developer, Tumbleweed IME Personalize, Tumbleweed IME Alert, WorldSecure and WorldSecure/Mail. All
other trademarks and service marks are the property of their respective owners.



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##### Table of Contents

PART IFINANCIAL INFORMATION

ITEM 1FINANCIAL STATEMENTS

TUMBLEWEED COMMUNICATIONS CORP. AND SUBSIDIARIES

Condensed Consolidated Balance Sheets

(in thousands, except share data)

(unaudited)



|                                                                                                                                                                    |  |               |          |   |                   |   |          |  
|------------------------------------------------------------------------------------------------------------------------------------------------------------------- |  | ------------- | -------- | - | ----------------- | - | -------- | -
|                                                                                                                                                                    |  | June 30, 2006 |          |   | December 31, 2005 |  
|Assets                                                                                                                                                              |  |               |          |   |                   |   |          |  
|Current Assets:                                                                                                                                                     |  |               |          |   |                   |   |          |  
|Cash and cash equivalents                                                                                                                                           |  | $             | 28,811   |   |                   | $ | 26,952   |  
|Accounts receivable, net                                                                                                                                            |  |               | 9,059    |   |                   |   | 9,068    |  
|Other current assets                                                                                                                                                |  |               | 1,698    |   |                   |   | 1,311    |  
|                                                                                                                                                                    |  |               |          |   |                   |   |          |  
|Total current assets                                                                                                                                                |  |               | 39,568   |   |                   |   | 37,331   |  
|Goodwill                                                                                                                                                            |  |               | 48,074   |   |                   |   | 48,074   |  
|Intangible assets, net                                                                                                                                              |  |               | 2,347    |   |                   |   | 3,978    |  
|Property and equipment, net                                                                                                                                         |  |               | 1,177    |   |                   |   | 1,076    |  
|Other assets                                                                                                                                                        |  |               | 599      |   |                   |   | 645      |  
|                                                                                                                                                                    |  |               |          |   |                   |   |          |  
|Total assets                                                                                                                                                        |  | $             | 91,765   |   |                   | $ | 91,104   |  
|                                                                                                                                                                    |  |               |          |   |                   |   |          |  
|Liabilities and Stockholders Equity                                                                                                                                |  |               |          |   |                   |   |          |  
|Current liabilities:                                                                                                                                                |  |               |          |   |                   |   |          |  
|Accounts payable                                                                                                                                                    |  | $             | 464      |   |                   | $ | 527      |  
|Accrued liabilities                                                                                                                                                 |  |               | 5,711    |   |                   |   | 6,058    |  
|Accrued merger-related and other costs                                                                                                                              |  |               | 174      |   |                   |   | 178      |  
|Deferred revenue                                                                                                                                                    |  |               | 18,078   |   |                   |   | 17,935   |  
|                                                                                                                                                                    |  |               |          |   |                   |   |          |  
|Total current liabilities                                                                                                                                           |  |               | 24,427   |   |                   |   | 24,698   |  
|Accrued merger-related and other costs, excluding current portion                                                                                                   |  |               | 7        |   |                   |   | 55       |  
|Deferred revenue, excluding current portion                                                                                                                         |  |               | 4,567    |   |                   |   | 5,011    |  
|Other long-term liabilities                                                                                                                                         |  |               | 98       |   |                   |   | 123      |  
|                                                                                                                                                                    |  |               |          |   |                   |   |          |  
|Total long-term liabilities                                                                                                                                         |  |               | 4,672    |   |                   |   | 5,189    |  
|                                                                                                                                                                    |  |               |          |   |                   |   |          |  
|Total liabilities                                                                                                                                                   |  |               | 29,099   |   |                   |   | 29,887   |  
|Stockholders equity:                                                                                                                                               |  |               |          |   |                   |   |          |  
|Preferred stock, $0.001 par value; 10,000,000 shares authorized, zero shares outstanding as of June 30, 2006 and December 31, 2005,
respectively                    |  |               |         |   |                   |   |         |  
|Common stock, $0.001 par value; 100,000,000 shares authorized, 50,012,428 and 49,492,960 shares outstanding as of June 30, 2006 and
December 31, 2005, respectively |  |               | 51       |   |                   |   | 50       |  
|Additional paid-in capital                                                                                                                                          |  |               | 356,688  |   |                   |   | 353,424  |  
|Treasury stock (717,500 shares as of June 30, 2006 and December 31, 2005, respectively)                                                                             |  |               | (796     | ) |                   |   | (796     | )
|Deferred stock-based compensation                                                                                                                                   |  |               |         |   |                   |   | (165     | )
|Accumulated other comprehensive loss                                                                                                                                |  |               | (586     | ) |                   |   | (593     | )
|Accumulated deficit                                                                                                                                                 |  |               | (292,691 | ) |                   |   | (290,703 | )
|                                                                                                                                                                    |  |               |          |   |                   |   |          |  
|Total stockholders equity                                                                                                                                          |  |               | 62,666   |   |                   |   | 61,217   |  
|                                                                                                                                                                    |  |               |          |   |                   |   |          |  
|Total liabilities and stockholders equity                                                                                                                          |  | $             | 91,765   |   |                   | $ | 91,104   |  
|                                                                                                                                                                    |  |               |          |   |                   |   |          |  

See accompanying Notes to Condensed Consolidated Financial Statements



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##### Table of Contents

Condensed Consolidated Statements of Operations

(in thousands, except per share data)

(unaudited)



|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|------------------------------------------------------------- |  | -------------------------- | ------ | - | ------------------------ | - | ------ | ---- |  | - | ------ | - |  | - | ------ | -
|                                                              |  | Three Months EndedJune 30, |        |   | Six Months EndedJune 30, |  
|                                                              |  | 2006                       |        |   | 2005                     |   |        | 2006 |  |   | 2005   |  
|Revenue:                                                      |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Product revenue                                               |  | $                          | 5,254  |   |                          | $ | 5,271  |      |  | $ | 12,679 |   |  | $ | 9,713  |  
|Service revenue                                               |  |                            | 7,343  |   |                          |   | 6,434  |      |  |   | 14,598 |   |  |   | 12,549 |  
|Intellectual property and other revenue                       |  |                            | 2,549  |   |                          |   | 841    |      |  |   | 2,924  |   |  |   | 2,241  |  
|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Total revenue                                                 |  |                            | 15,146 |   |                          |   | 12,546 |      |  |   | 30,201 |   |  |   | 24,503 |  
|Cost of product revenue (1)                                   |  |                            | 970    |   |                          |   | 718    |      |  |   | 1,693  |   |  |   | 1,165  |  
|Cost of service revenue (1)                                   |  |                            | 1,606  |   |                          |   | 1,339  |      |  |   | 3,145  |   |  |   | 2,620  |  
|Amortization of intangible assets                             |  |                            | 489    |   |                          |   | 510    |      |  |   | 999    |   |  |   | 1,020  |  
|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Total cost of revenue                                         |  |                            | 3,065  |   |                          |   | 2,567  |      |  |   | 5,837  |   |  |   | 4,805  |  
|Gross profit                                                  |  |                            | 12,081 |   |                          |   | 9,979  |      |  |   | 24,364 |   |  |   | 19,698 |  
|Operating expenses:                                           |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Research and development (1)                                  |  |                            | 3,800  |   |                          |   | 2,979  |      |  |   | 7,220  |   |  |   | 5,907  |  
|Sales and marketing (1)                                       |  |                            | 6,596  |   |                          |   | 6,358  |      |  |   | 13,049 |   |  |   | 12,640 |  
|General and administrative (1)                                |  |                            | 2,593  |   |                          |   | 1,378  |      |  |   | 5,949  |   |  |   | 2,920  |  
|Amortization of intangible assets                             |  |                            | 312    |   |                          |   | 321    |      |  |   | 633    |   |  |   | 642    |  
|Merger-related and other costs (credits)                      |  |                            |       |   |                          |   | (96    | )    |  |   |       |   |  |   | (96    | )
|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Total operating expenses                                      |  |                            | 13,301 |   |                          |   | 10,940 |      |  |   | 26,851 |   |  |   | 22,013 |  
|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Operating loss                                                |  |                            | (1,220 | ) |                          |   | (961   | )    |  |   | (2,487 | ) |  |   | (2,315 | )
|Other income, net                                             |  |                            | 301    |   |                          |   | 176    |      |  |   | 565    |   |  |   | 405    |  
|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Net loss before provision for income taxes                    |  |                            | (919   | ) |                          |   | (785   | )    |  |   | (1,922 | ) |  |   | (1,910 | )
|Provision for income taxes                                    |  |                            | 31     |   |                          |   | 6      |      |  |   | 66     |   |  |   | 19     |  
|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Net loss                                                      |  | $                          | (950   | ) |                          | $ | (791   | )    |  | $ | (1,988 | ) |  | $ | (1,929 | )
|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Net loss per sharebasic and diluted                          |  | $                          | (0.02  | ) |                          | $ | (0.02  | )    |  | $ | (0.04  | ) |  | $ | (0.04  | )
|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Weighted average sharesbasic and diluted                     |  |                            | 49,937 |   |                          |   | 48,288 |      |  |   | 49,803 |   |  |   | 48,241 |  
|(1)    Including stock-based compensation expense as
follows: |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|                                                              |  |                            |        |  
|Cost of product revenue                                       |  | $                          | 2      |   |                          | $ |       |      |  | $ | 4      |   |  | $ |       |  
|Cost of service revenue                                       |  |                            | 34     |   |                          |   | 1      |      |  |   | 73     |   |  |   | 2      |  
|Research and development                                      |  |                            | 268    |   |                          |   | 30     |      |  |   | 527    |   |  |   | 83     |  
|Sales and marketing                                           |  |                            | 167    |   |                          |   | 25     |      |  |   | 356    |   |  |   | 68     |  
|General and administrative                                    |  |                            | 488    |   |                          |   | 37     |      |  |   | 1,697  |   |  |   | 76     |  
|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  
|Total stock-based compensation expense                        |  | $                          | 959    |   |                          | $ | 93     |      |  | $ | 2,657  |   |  | $ | 229    |  
|                                                              |  |                            |        |   |                          |   |        |      |  |   |        |   |  |   |        |  

See accompanying Notes to Condensed Consolidated Financial Statements



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##### Table of Contents

Condensed Consolidated Statements of Cash Flows

(in thousands)

(unaudited)



|                                                                                |  |                          |        |   |      |   |        |  
|------------------------------------------------------------------------------- |  | ------------------------ | ------ | - | ---- | - | ------ | -
|                                                                                |  | Six months endedJune 30, |       
|                                                                                |  | 2006                     |        |   | 2005 |  
|Cash flows from operating activities:                                           |  |                          |        |   |      |   |        |  
|Net loss                                                                        |  | $                        | (1,988 | ) |      | $ | (1,929 | )
|Adjustments to reconcile net loss to net cash provided by operating activities: |  |                          |        |   |      |   |        |  
|Stock-based compensation expense                                                |  |                          | 2,657  |   |      |   | 229    |  
|Depreciation and amortization expenses                                          |  |                          | 2,183  |   |      |   | 2,258  |  
|Bad debt expense                                                                |  |                          | 80     |   |      |   |       |  
|Loss on disposal of property and equipment                                      |  |                          | 24     |   |      |   | 21     |  
|Changes in operating assets and liabilities:                                    |  |                          |        |   |      |   |        |  
|Accounts receivable, net                                                        |  |                          | (71    | ) |      |   | (2,716 | )
|Other current assets and other assets                                           |  |                          | (341   | ) |      |   | 208    |  
|Accounts payable, accrued liabilities, and other long-term liabilities          |  |                          | (435   | ) |      |   | 1,353  |  
|Accrued merger-related and other costs                                          |  |                          | (52    | ) |      |   | (694   | )
|Deferred revenue                                                                |  |                          | (301   | ) |      |   | 2,621  |  
|                                                                                |  |                          |        |   |      |   |        |  
|Net cash provided by operating activities                                       |  |                          | 1,756  |   |      |   | 1,350  |  
|Cash flows from investing activities:                                           |  |                          |        |   |      |   |        |  
|Purchase of property and equipment                                              |  |                          | (677   | ) |      |   | (618   | )
|                                                                                |  |                          |        |   |      |   |        |  
|Net cash used in investing activities                                           |  |                          | (677   | ) |      |   | (618   | )
|Cash flows from financing activities:                                           |  |                          |        |   |      |   |        |  
|Repayments of borrowings                                                        |  |                          |       |   |      |   | (133   | )
|Proceeds from issuance of common stock                                          |  |                          | 773    |   |      |   | 195    |  
|                                                                                |  |                          |        |   |      |   |        |  
|Net cash provided by financing activities                                       |  |                          | 773    |   |      |   | 62     |  
|Effect of exchange rate on cash and cash equivalents                            |  |                          | 7      |   |      |   | 85     |  
|                                                                                |  |                          |        |   |      |   |        |  
|Net increase in cash and cash equivalents                                       |  |                          | 1,859  |   |      |   | 879    |  
|Cash and cash equivalents, beginning of period                                  |  |                          | 26,952 |   |      |   | 21,435 |  
|                                                                                |  |                          |        |   |      |   |        |  
|Cash and cash equivalents, end of period                                        |  | $                        | 28,811 |   |      | $ | 22,314 |  
|                                                                                |  |                          |        |   |      |   |        |  
|Supplemental disclosures of cash flow information:                              |  |                          |        |   |      |   |        |  
|Cash paid during the period for interest                                        |  | $                        |       |   |      | $ | 13     |  
|                                                                                |  |                          |        |   |      |   |        |  
|Cash paid during the period for taxes                                           |  | $                        | 7      |   |      | $ | 9      |  
|                                                                                |  |                          |        |   |      |   |        |  

See accompanying Notes to Condensed Consolidated Financial Statements



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##### Table of Contents

Notes to Condensed Consolidated Financial Statements

(1) Organization

The condensed consolidated financial statements included herein have been prepared by Tumbleweed Communications Corp. (Tumbleweed) without
audit, pursuant to the rules and regulations of the Securities and Exchange Commission (SEC). Certain information and note disclosures normally included in financial statements prepared in accordance with generally accepted accounting
principles have been condensed or omitted pursuant to such rules and regulations. These condensed consolidated financial statements should be read in conjunction with Tumbleweeds audited financial statements and notes thereto included in its
Annual Report on Form 10-K for the fiscal year ended December 31, 2005, filed with the SEC on March 16, 2006.

The unaudited
condensed consolidated financial statements included herein reflect all adjustments (which include normal, recurring adjustments) which are, in the opinion of management, necessary to state fairly the financial position of Tumbleweed and its
subsidiaries as of June 30, 2006, the results of operations for the three and six months ended June 30, 2006 and 2005, respectively, and cash flows for the six months ended June 30, 2006 and 2005, respectively. The results for the
three and six months ended June 30, 2006 are not necessarily indicative of the results expected for the full fiscal year ending December 31, 2006.

The accompanying condensed consolidated financial statements include the accounts of Tumbleweed and its subsidiaries. All significant intercompany accounts and transactions have been eliminated in consolidation.

Certain reclassifications have been made to prior year amounts to conform to the current year presentation.

(2) Stock-Based Compensation

Effective
January 1, 2006, Tumbleweed adopted the fair value recognition provisions of Statement of Financial Accounting Standards (SFAS) 123 (revised 2004), Share-Based Payment (SFAS 123R), using the modified
prospective transition method and therefore has not restated results for prior periods. Under this transition method, stock-based compensation expense for the six months ended June 30, 2006 includes compensation expense for all stock-based
compensation awards granted prior to, but not yet vested as of January 1, 2006, based on the grant date fair value estimated in accordance with the original provisions of SFAS 123, Accounting for Stock-Based Compensation
(SFAS 123). Tumbleweed recognizes stock-based compensation expense for the unvested portion of stock-based compensation awards granted prior to, but not yet vested as of, January 1, 2006 on an accelerated basis over the vesting
period of the individual award consistent with its methodology prior to the adoption of SFAS 123R and consistent with the method described in Financial Accounting Standards Board Interpretation 28, Accounting for Stock Appreciation Rights and
Other Variable Stock Option or Award Plans. Stock-based compensation expense for all stock-based compensation awards granted after January 1, 2006 is based on the grant-date fair value estimated in accordance with the provisions of
SFAS 123R and compensation cost for these awards is recognized on a straight-line basis over the requisite service period of the award, which is generally the option vesting term. In accordance with the provisions of SFAS 123R, Tumbleweed
recognizes stock-based compensation expense net of an estimated forfeiture rate and recognizes the compensation expense for only those shares expected to vest over the requisite service period of the award, which is generally the option vesting
term. Tumbleweed estimated the forfeiture rates for the three and six months ended June 30, 2006, respectively, based on its historical experience during the preceding 4.5 fiscal years. Estimated forfeitures are adjusted for actual forfeitures
on a quarterly basis.

Prior to January 1, 2006, Tumbleweed accounted for its stock-based compensation arrangements for employees and
non-employees using the intrinsic-value method pursuant to Accounting Principles Board Opinion 25, Accounting for Stock Issued to Employees (APB 25). Accordingly, stock-based compensation expense was generally recorded for fixed
plan stock options on the date of grant only when either the fair value of the underlying common stock exceeded the exercise price for stock options or when options were granted to non-employees.

Tumbleweed recognized stock-based compensation expense of $1.0 million and $2.7 million in the three and six months ended June 30, 2006,
respectively, under the requirements of SFAS 123R. As a result of adopting SFAS 123R on January 1, 2006, Tumbleweeds net loss and net loss before income taxes for the three and six months ended June 30, 2006 were both $1.0
million and $2.6 million higher, respectively, than if Tumbleweed had continued to account for stock-based compensation expense under APB 25. Both basic and diluted net loss per share for the three and six months ended June 30, 2006 were
$0.02 and $0.05 per share higher, respectively, than if Tumbleweed had continued to account for stock-based compensation under APB 25.

Tumbleweed recognized stock-based compensation expense of approximately $93,000 and $229,000 in the three and six months ended June 30, 2005, respectively. Had stock-based compensation expense for its stock-based compensation



7



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##### Table of Contents

awards been determined consistent with the fair value approach set forth in SFAS 123, Tumbleweeds net loss for the three and six months ended
June 30, 2005 would have been as follows (in thousands, except per share amounts):



|                                                                                                     |  |                                  |        |   |                                |   |        |  
|---------------------------------------------------------------------------------------------------- |  | -------------------------------- | ------ | - | ------------------------------ | - | ------ | -
|                                                                                                     |  | Three Months Ended June 30, 2005 |        |   | Six Months Ended June 30, 2005 |  
|Net loss as reported                                                                                 |  | $                                | (791   | ) |                                | $ | (1,929 | )
|Add: Stock-based compensation expense included in net loss                                           |  |                                  | 93     |   |                                |   | 229    |  
|Less: Total stock-based compensation expense determined under fair value based method for all awards |  | $                                | (1,441 | ) |                                | $ | (3,425 | )
|                                                                                                     |  |                                  |        |   |                                |   |        |  
|Net loss pro forma                                                                                   |  | $                                | (2,139 | ) |                                | $ | (5,125 | )
|Basic and diluted net loss per share as reported                                                     |  | $                                | (0.02  | ) |                                | $ | (0.04  | )
|Basic and diluted net loss per share pro forma                                                       |  | $                                | (0.04  | ) |                                | $ | (0.11  | )
|                                                                                                     |  |                                  |        |   |                                |   |        |  

On June 30, 2006, Tumbleweed exchanged 959,531 vested stock options for 18 employees with
exercise prices ranging from $3.86 to $118.44 for 422,472 vested stock options to those same employees at an exercise price of $2.85, which was Tumbleweeds common stock price on the date of the exchange. Tumbleweed did not recognize any
stock-based compensation expense as a result of the exchange since the fair values of the new awards were less than the fair values of the original awards immediately prior to the exchange.

On July 19, 2005, Tumbleweeds Board of Directors approved the acceleration of vesting of certain unvested stock options with exercise prices
equal to or greater than $3.82 per share previously awarded to its employees (including its executive officers) and its directors under its stock option plans. The acceleration of vesting was effective for stock options outstanding as of
July 19, 2005. Options to purchase approximately 1.7 million shares of common stock were accelerated. All of the options accelerated had exercise prices greater than Tumbleweeds common stock price of $3.24 on the date of
acceleration. The weighted average exercise price of the options accelerated was $5.00. In accordance with the provisions of APB 25, no stock-based compensation expense was recognized as a result of the acceleration since the exercise price of all
the accelerated options exceeded Tumbleweeds common stock price on the date of acceleration. The purpose of the acceleration was to enable Tumbleweed to avoid recognizing compensation expense associated with these options in future periods in
its condensed consolidated statement of operations upon the adoption of SFAS 123R.

Tumbleweed estimates the fair value of stock options
granted using the Black-Scholes option-pricing model that uses the assumptions noted in the following table. The expected life of the options is based on the weighted average period of time that options granted are expected to be outstanding giving
consideration to vesting schedules and Tumbleweeds historical exercise patterns. Tumbleweeds expected volatility is based on the daily historical volatility of Tumbleweeds common stock, over the expected life of the option. The
risk-free rate is based on the implied yield currently available on U.S. Treasury zero-coupon issues with an equivalent remaining term to the expected life of the option. Where the expected term of Tumbleweeds stock-based awards does not
correspond with the terms for which interest rates are quoted, Tumbleweed performs a straight-line interpolation to determine the rate from the available term maturities.



|                                      |  |                            |           |   |                          |   |           |      |  |   |           |   |  |   |           |  
|------------------------------------- |  | -------------------------- | --------- | - | ------------------------ | - | --------- | ---- |  | - | --------- | - |  | - | --------- | -
|                                      |  | Three Months EndedJune 30, |           |   | Six Months EndedJune 30, |  
|                                      |  | 2006                       |           |   | 2005                     |   |           | 2006 |  |   | 2005      |  
|Stock options:                        |  |                            |           |   |                          |   |           |      |  |   |           |   |  |   |           |  
|Weighted average fair value of grants |  | $                          | 1.95      |   |                          | $ | 2.04      |      |  | $ | 1.85      |   |  | $ | 2.05      |  
|Expected life                         |  |                            | 4.5 years |   |                          |   | 4.0 years |      |  |   | 4.5 years |   |  |   | 4.0 years |  
|Volatility                            |  |                            | 85        | % |                          |   | 94        | %    |  |   | 85        | % |  |   | 94        | %
|Risk-free interest rate               |  |                            | 4.99      | % |                          |   | 3.84      | %    |  |   | 4.77      | % |  |   | 3.79      | %
|Dividend yield                        |  |                            | 0         | % |                          |   | 0         | %    |  |   | 0         | % |  |   | 0         | %
|                                      |  |                            |           |   |                          |   |           |      |  |   |           |   |  |   |           |  

Tumbleweed issues new shares of common stock upon exercise of stock options. The following is a
summary of option activity for Tumbleweeds stock option plans for the six months ended June 30, 2006:



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##### Table of Contents

|                                             |  |                  |   |  |                                  |      |                                              |     |                                         |   |     
|-------------------------------------------- |  | ---------------- | - |  | -------------------------------- | ---- | -------------------------------------------- | --- | --------------------------------------- | - | ----
|Options                                      |  | Number of Shares |   |  | Weighted- average Exercise Price |      | Weighted- average Remaining Contractual Term |     | Aggregate Intrinsic Value (in millions)
|Outstanding at January 1, 2006               |  | 13,883,097       |   |  | $                                | 4.71 |                                              |     |                                         |   |     
|Granted                                      |  | 4,698,972        |   |  |                                  | 2.72 |                                              |     |                                         |   |     
|Exercised                                    |  | (515,368         | ) |  |                                  | 1.41 |                                              |     |                                         |   |     
|Forfeitures and cancellations                |  | (3,979,423       | ) |  |                                  | 6.22 |                                              |     |                                         |   |     
|                                             |  |                  |   |  |                                  |      |                                              |     |                                         |   |     
|Outstanding at June 30, 2006                 |  | 14,087,278       |   |  | $                                | 3.74 |                                              | 7.7 |                                         | $ | 4.45
|                                             |  |                  |   |  |                                  |      |                                              |     |                                         |   |     
|Vested and expected to vest at June 30, 2006 |  | 12,344,403       |   |  | $                                | 3.62 |                                              | 7.5 |                                         | $ | 4.06
|                                             |  |                  |   |  |                                  |      |                                              |     |                                         |   |     
|Exercisable at June 30, 2006                 |  | 8,614,401        |   |  | $                                | 4.37 |                                              | 6.8 |                                         | $ | 3.26
|                                             |  |                  |   |  |                                  |      |                                              |     |                                         |   |     

The aggregate intrinsic value in the table above is calculated as the difference between the
exercise price of the underlying awards and the quoted price of Tumbleweeds common stock for the 6.8 million options that had an exercise price below Tumbleweeds common stock closing price of $2.85 on June 30, 2006. During the
three and six months ended June 30, 2006, the aggregate intrinsic value of options exercised under Tumbleweeds stock option plans was $278,000 and $743,000, respectively, determined as of the date of option exercise.

As of June 30, 2006 there was $5.7 million of total unrecognized compensation cost, adjusted for estimated forfeitures, related to non-vested stock
options. That cost is expected to be recognized over a weighted-average period of 3.0 years.

At June 30, 2006, Tumbleweed has the
following stock option plans as described below:

1999 Employee Stock Purchase Plan

The 1999 Employee Stock Purchase Plan (Purchase Plan) was approved by stockholders on August 3, 1999, which allows eligible employees to
purchase common stock at a discount from fair market value. A total of 500,000 shares of common stock has been reserved for issuance under the Purchase Plan for each fiscal year occurring during the term of the Purchase Plan, which will terminate in
2009. Tumbleweed suspended the Purchase Plan in 2002.

1993 Stock Option Plan

On September 30, 1993, Tumbleweed adopted the 1993 Stock Option Plan (Plan). In 1999, Tumbleweeds Board of Directors approved an
amendment to the plan to increase the number of shares authorized for issuance by 650,000 shares to a total of 3,768,500 authorized shares. In August 1999, Tumbleweed ceased granting further options under the Plan. Under the Plan, the exercise price
for incentive options is at least 100% of the fair market value on the date of grant. The exercise price for nonqualified stock options is at least 85% of the fair market value on the date of grant. Options generally expire in 10 years. Vesting
periods are determined by the Board of Directors and generally provide for 25% of the options to vest on the first anniversary date of the grant with the remaining options vesting monthly over the following 36 months.

1999 Omnibus Stock Incentive Plan

The 1999 Omnibus Stock Incentive Plan (Incentive Plan) was approved by stockholders on August 3, 1999, for the benefit of Tumbleweeds officers, directors, key employees, advisors and consultants. An aggregate of
12,882,858 shares of common stock is reserved for issuance under the Incentive Plan, which provides for the issuance of stock-based incentive awards, including stock options, stock appreciation rights, limited stock appreciation rights, restricted
stock, deferred stock, and performance shares. The Incentive Plan provides for an automatic annual increase in the number of stock options available for grant of the lesser of 2,000,000 shares or 5% of the number of Tumbleweeds outstanding
shares on the last day of the immediately preceding fiscal year.

2000 NSO Incentive Stock Plan

The 2000 NSO Incentive Stock Plan (NSO Incentive Plan) was adopted by Tumbleweeds Board of Directors on July 10, 2000. The NSO
Incentive Plan qualifies as a broadly based plan and is for the benefit of Tumbleweeds officers, directors, employees, advisors, and consultants. It provides for the issuance of stock-based incentive awards, including stock
options, stock appreciation rights, restricted stock, deferred stock, and performance shares or any combination of such. The options granted under the NSO Incentive Plan are not intended to qualify as incentive stock options within the
meaning of Section 422 of the Internal Revenue Code of 1986. An aggregate of 4,181,500 shares of common stock are reserved for issuance under the NSO Incentive Plan, which will terminate on July 10, 2010.



9



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##### Table of Contents

Under the terms of the NSO Incentive Plan, the exercise price for stock options is determined by the
Board of Directors, Compensation Committee, or Administrator, generally 100% of the fair market value on the date of grant. The option term is determined by the Administrator, generally no longer than 10 years. Vesting periods are determined by the
Administrator and generally provide for 25% of the options to vest on the first anniversary date of the grant with the remaining options vesting monthly over the following 36 months.

Interface Stock Option Plans

On September 1, 2000, Tumbleweed assumed the Interface 1992 Stock
Option Plan (1992 Plan) and 1993 Stock Option Plan for Non-Employee Directors (Directors Plan) in connection with the Interface, Inc. (Interface) acquisition. The 1992 Plan provided for the grant of both
incentive stock options and non-qualified options to officers and key employees at not less than market price on the date of grant as determined by the Board of Directors. Under the 1992 Plan, options generally vest at the rate of 33% per year
after one year from the date of grant and have a term of ten years. The Directors Plan provided for the grant to non-employee directors of non-qualified options at market price on the date of grant. The Directors Plan provides for discretionary
grants with vesting determined at the time of grant with a term of ten years. A total of 236,000 shares of Tumbleweeds common stock were reserved for issuance upon the exercise of stock options assumed in connection with the acquisition of
Interface. Tumbleweed registered an additional 304,023 shares for issuance from the 1992 Plan, that was used to grant options to Interface employees at the time of the merger and who remain employed by Tumbleweed. The Directors Plan was terminated
upon its assumption by Tumbleweed, and no further options will be granted under it.

Valicert Stock Option Plans

On June 23, 2003, Tumbleweed assumed the Valicert 1998 Stock Option Plan, the 2001 Non-Statutory Stock Plan, the 1996 Equity Incentive Plan, and the
Receipt.com Plan in connection with the acquisition of Valicert, Inc. (Valicert). These stock plans provide for the grant of options and restricted stock to employees, consultants and directors. Incentive stock options are granted at
fair market value on the date of grant. Non-statutory options may be offered at not less than 85% of the fair market value on the date of the grant. Options generally vest over three to four years, are immediately exercisable and have a maximum term
of 10 years. The number of stock options available for grant automatically increases on the first day of each fiscal year by the lesser of 1,413,912 shares or 5% of the number of Tumbleweeds outstanding shares on the last day of the preceding
year. An aggregate of 6,323,399 shares of common stock is reserved for issuance under the Valicert stock option plans.

Valicert stock
option plans assumed by Tumbleweed were amended to conform with Tumbleweed stock option plans. This provides Tumbleweed with the flexibility to issue additional options as needed and promotes uniformity in new options issued to ex-Valicert and
Tumbleweed employees. Specifically, the 2001 Non-Statutory Stock Plan, the 1998 Stock Option Plan and the 1996 Equity Incentive Plan, were amended, including the forms of option agreements under each such plan, to conform the terms and conditions
applicable to options granted under such plans to the terms and conditions applicable to options granted under Tumbleweeds 1999 Omnibus Incentive Plan, including the form of option agreement under such plan.

In addition to conforming the terms of the Valicert stock option plans assumed by Tumbleweed to Tumbleweeds stock option plan, the 1998 Stock
Option Plan was further amended prior to the closing of the merger to provide the following:



| |  |  | the number of shares of Valicert common stock available for grant under the 1998 Stock Option Plan immediately following the close of the merger was no less than 1.5 million
shares of Valicert common stock; and
| | - |  | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------



| |  |  | the provision of the 1998 Stock Option Plan that provides for a 5% annual increase in the number of stock options available for grant under such plan shall be calculated as a
percentage of the number of Tumbleweed shares issued and outstanding rather than the number of Valicert shares issued and outstanding.
| | - |  | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------

Corvigo Stock Option Plan

On March 18, 2004, Tumbleweed assumed the Corvigo 2002 Stock Option
Plan in connection with the acquisition of Corvigo, Inc. (Corvigo). This plan provides for the grant of options to employees, consultants and directors. Incentive stock options are granted at fair market value on the date of grant.
Non-statutory options may be offered at not less than 85% of the fair market value on the date of the grant. Generally, 25% of the options vest on the first anniversary date of the grant with the remaining options vesting monthly over the following
36 months. Options have a maximum term of 10 years. An aggregate of 884,678 shares of common stock is reserved for issuance under the Corvigo 2002 Stock Option Plan, which will not grant new options after November 15, 2012.



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##### Table of Contents

(3) Net Loss Per Share

Tumbleweed excludes potentially dilutive securities from its diluted net loss per share computation when their effect would be antidilutive to net loss per share amounts. The following potential common shares were
excluded from the net loss per share computation (in thousands):



|                                                                                                                                                                                                              |  |                            |  |                          |  |       |  |       
|------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- |  | -------------------------- |  | ------------------------ |  | ----- |  | ------
|                                                                                                                                                                                                              |  | Three Months EndedJune 30, |  | Six Months EndedJune 30,
|                                                                                                                                                                                                              |  | 2006                       |  | 2005                     |  | 2006  |  | 2005  
|Warrants and options for which the exercise price was less than the average fair market value of Tumbleweeds common stock during the
period but were excluded as inclusion would decrease net loss per share |  |                           |  | 1,638                    |  |      |  | 1,840 
|Warrants and options excluded due to the exercise price exceeding the average fair market value of common stock during the
period                                                                             |  | 8,002                      |  | 10,139                   |  | 7,853 |  | 8,317 
|                                                                                                                                                                                                              |  |                            |  |                          |  |       |  |       
|Total potential shares of common stock excluded from diluted net loss per share                                                                                                                               |  | 8,002                      |  | 11,777                   |  | 7,853 |  | 10,157
|                                                                                                                                                                                                              |  |                            |  |                          |  |       |  |       

(4) Concentrations of Credit Risk

Financial instruments, which potentially subject Tumbleweed to concentrations of credit risk, consist primarily of cash equivalents and accounts
receivable. Tumbleweeds cash equivalents generally consist of money market mutual funds with qualified financial institutions. To reduce credit risk with accounts receivable, Tumbleweed performs periodic evaluations of its customers
financial conditions and, when necessary, records bad debt expense. One customer comprised 25% of Tumbleweeds accounts receivable balance, net of allowance for doubtful accounts, at June 30, 2006. No single customer comprised 10% or more
of Tumbleweeds accounts receivable balance at December 31, 2005. For the three months ended June 30, 2006, one customer comprised 16%, and another customer comprised 13%, of Tumbleweeds revenue. For the six months ended
June 30, 2006 one customer comprised 13% of Tumbleweeds revenue. For the three months ended June 30, 2005, one customer comprised 10% of Tumbleweeds revenue. For the six months ended June 30, 2005, no single customer
comprised 10% or more of Tumbleweeds revenue.

(5) Intangible Assets and Goodwill

Intangible assets consist of the fair value of core/developed technology, customer base and reseller agreements, maintenance agreements, and trademarks
and trade names, all net of accumulated amortization, acquired during the acquisitions of Valicert, Tumbleweed Communications Limited (formerly Incubator, Limited), and Corvigo.

A summary of intangible assets as of June 30, 2006 follows (in thousands):



|                                      |  |                               |  |                       |        |                          |   |        |     |  |   |      
|------------------------------------- |  | ----------------------------- |  | --------------------- | ------ | ------------------------ | - | ------ | --- |  | - | -----
|                                      |  | Amortizationperiod (in years) |  | Gross carrying amount |        | Accumulated amortization |   |        | Net
|Core/ developed technology            |  | 3 to 4                        |  | $                     | 5,850  |                          | $ | (4,456 | )   |  | $ | 1,394
|Customer base and reseller agreements |  | 3                             |  |                       | 3,700  |                          |   | (3,067 | )   |  |   | 633  
|Maintenance agreements                |  | 3 to 4                        |  |                       | 1,200  |                          |   | (987   | )   |  |   | 213  
|Trademarks and trade names            |  | 4                             |  |                       | 350    |                          |   | (243   | )   |  |   | 107  
|                                      |  |                               |  |                       |        |                          |   |        |     |  |   |      
|                                      |  |                               |  | $                     | 11,100 |                          | $ | (8,753 | )   |  | $ | 2,347
|                                      |  |                               |  |                       |        |                          |   |        |     |  |   |      

A summary of intangible assets as of December 31, 2005 follows (in thousands):



|                                      |  |                                |  |                       |        |                          |   |        |     |  |   |      
|------------------------------------- |  | ------------------------------ |  | --------------------- | ------ | ------------------------ | - | ------ | --- |  | - | -----
|                                      |  | Amortization period (in years) |  | Gross carrying amount |        | Accumulated amortization |   |        | Net
|Core/ developed technology            |  | 3 to 4                         |  | $                     | 5,850  |                          | $ | (3,634 | )   |  | $ | 2,216
|Customer base and reseller agreements |  | 3                              |  |                       | 3,700  |                          |   | (2,478 | )   |  |   | 1,222
|Maintenance agreements                |  | 3 to 4                         |  |                       | 1,200  |                          |   | (811   | )   |  |   | 389  
|Trademarks and trade names            |  | 4                              |  |                       | 350    |                          |   | (199   | )   |  |   | 151  
|                                      |  |                                |  |                       |        |                          |   |        |     |  |   |      
|                                      |  |                                |  | $                     | 11,100 |                          | $ | (7,122 | )   |  | $ | 3,978
|                                      |  |                                |  |                       |        |                          |   |        |     |  |   |      



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The estimated amortization of intangible assets for each of the fiscal years subsequent to June 30, 2006, is as
follows (in thousands):



|                            |  |   |      
|--------------------------- |  | - | -----
|Year Ending December 31,    |  |  
|2006 (remaining six months) |  | $ | 876  
|2007                        |  |   | 1,238
|2008                        |  |   | 233  
|                            |  |   |      
|                            |  | $ | 2,347
|                            |  |   |      

Goodwill represents the excess of the purchase price over the fair value of acquired net tangible
and identified intangible assets. In accordance with the provisions of SFAS 142, Goodwill and Other Intangible Assets, goodwill is not amortized, but instead, is tested for impairment at least annually and more frequently if certain
impairment conditions exist. Tumbleweed completed its annual assessment of goodwill in the three months ended June 30, 2006 and no impairment of goodwill was determined as a result of this assessment. Any future impairment loss related to the
goodwill recorded in connection with acquisitions will not be deductible by Tumbleweed for federal income tax purposes.

Merger-related and other costs

Merger-related and other costs of a net credit of $96,000 for the three and six
months ended June 30, 2005 consist of a $296,000 credit related to the termination of an operating lease in Slough, United Kingdom partially offset by a $200,000 severance cost associated with the resignation of our former Chief Executive
Officer. The combined cost of the final lease settlement payments, commissions, brokerage fees, and legal fees related to the termination of the Slough lease was less than the existing accrual for the loss on the lease, resulting in the expense
credit. The Slough lease was assumed during the acquisition of Interface in 2000 and covered approximately 13,000 square feet of office space. The lease was for a term ending in 2020 with quarterly rent payments of approximately $65,000. The final
lease settlement payment for the Slough lease of approximately $113,000 was made in July 2005.

(6) Comprehensive Loss

Comprehensive loss includes Tumbleweeds net loss as well as foreign currency translation adjustments. Comprehensive loss for the three months and
six months ending June 30, 2006 and 2005, respectively, is as follows (in thousands):



|                                                          |  |                            |      |   |                          |   |      |      |  |   |        |   |  |   |        |  
|--------------------------------------------------------- |  | -------------------------- | ---- | - | ------------------------ | - | ---- | ---- |  | - | ------ | - |  | - | ------ | -
|                                                          |  | Three Months EndedJune 30, |      |   | Six Months EndedJune 30, |  
|                                                          |  | 2006                       |      |   | 2005                     |   |      | 2006 |  |   | 2005   |  
|Net loss                                                  |  | $                          | (950 | ) |                          | $ | (791 | )    |  | $ | (1,988 | ) |  | $ | (1,929 | )
|Other comprehensive income (loss)translation adjustments |  |                            | (2   | ) |                          |   | 17   |      |  |   | 7      |   |  |   | 85     |  
|                                                          |  |                            |      |   |                          |   |      |      |  |   |        |   |  |   |        |  
|Comprehensive loss                                        |  | $                          | (952 | ) |                          | $ | (774 | )    |  | $ | (1,981 | ) |  | $ | (1,844 | )
|                                                          |  |                            |      |   |                          |   |      |      |  |   |        |   |  |   |        |  

(7) Segment Information

As defined by SFAS 131, Disclosure About Segments of an Enterprise and Related Information, Tumbleweeds chief operating decision-maker is its Chief Executive Officer. This officer reviews financial
information presented on a consolidated basis accompanied by disaggregated information about revenue by geographic region for purposes of making operating decisions and assessing financial performance. The consolidated financial information reviewed
is the information presented in the accompanying condensed consolidated statement of operations. Tumbleweed operates in a single reporting segment providing messaging and content security solutions that are developed and sold in similar ways to
enterprise and government customers of all sizes.

Revenue information regarding operations in the different geographic regions is as
follows (in thousands):



|                                |  |                            |        |                          |   |        |  |      |        |  |   |       
|------------------------------- |  | -------------------------- | ------ | ------------------------ | - | ------ |  | ---- | ------ |  | - | ------
|                                |  | Three Months EndedJune 30, |        | Six Months EndedJune 30,
|                                |  | 2006                       |        | 2005                     |   | 2006   |  | 2005
|North America                   |  | $                          | 14,226 |                          | $ | 11,352 |  | $    | 28,115 |  | $ | 21,957
|Europe, Middle East, and Africa |  |                            | 706    |                          |   | 980    |  |      | 1,486  |  |   | 2,089 
|Asia Pacific                    |  |                            | 182    |                          |   | 214    |  |      | 470    |  |   | 457   
|Latin America                   |  |                            | 32     |                          |   |       |  |      | 130    |  |   |      
|                                |  |                            |        |                          |   |        |  |      |        |  |   |       
|Total                           |  | $                          | 15,146 |                          | $ | 12,546 |  | $    | 30,201 |  | $ | 24,503
|                                |  |                            |        |                          |   |        |  |      |        |  |   |       

Substantially all of Tumbleweeds long-lived assets are located in the United States.



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##### Table of Contents

(8) Contingencies

In December 2001, certain plaintiffs filed a class action lawsuit in the United States District Court for the Southern District of New York on behalf of purchasers of the common stock of Valicert, alleging violations
of federal securities laws. In re Valicert, Inc. Initial Public Offering Securities Litigation, No. 01-CV-10889 (SAS) (S.D.N.Y.), related to In re Initial Public Offering Securities Litigation, No. 21 MC 92 (SAS). The operative amended
complaint is brought on purported behalf of all persons who purchased Valicert common stock from the date of its July 27, 2000 initial public offering (IPO) through December 6, 2000. It names as defendants Valicert, its former
Chief Executive Officer, its Chief Financial Officer (the Valicert Defendants), as well as an investment banking firm that served as an underwriter for the IPO. The complaint alleges liability under Sections 11 and 15 of the Securities
Act of 1933 and Sections 10(b) and 20(a) of the Securities Exchange Act of 1934, on the grounds that the registration statement for the IPO did not disclose that: (1) the underwriter agreed to allow certain customers to purchase shares in the
IPO in exchange for excess commissions to be paid to the underwriter; and (2) the underwriter arranged for certain customers to purchase additional shares in the aftermarket at predetermined prices. The complaint also appears to allege that
false or misleading analyst reports were issued. The complaint does not claim any specific amount of damages. Similar allegations have been made in lawsuits relating to more than 300 other initial public offerings conducted in 1999 and 2000, all of
which have been consolidated for pretrial purposes. In February 2003, the Court issued a ruling on all defendants motions to dismiss, denying Valicerts motion to dismiss the claims under the Securities Act of 1933, but granting
Valicerts motion to dismiss the claims under the Securities Exchange Act of 1934.

In June 2003, Valicert accepted a settlement
proposal presented to all issuer defendants in this case. Under the proposed settlement, the plaintiffs will dismiss and release all claims against the Valicert Defendants in exchange for a contingent payment guaranty by the insurance companies
collectively responsible for insuring the issuers in all the consolidated cases, and the assignment or surrender of control to the plaintiffs of certain claims the issuer defendants may have against the underwriters. Under the guaranty, the insurers
will be required to pay the amount, if any, by which $1 billion exceeds the aggregate amount ultimately collected by the plaintiffs from the underwriter defendants in all of the cases. If the plaintiffs fail to recover $1 billion and payment is
required under the guaranty, Valicert would be responsible to pay its pro rata portion of the shortfall, up to the amount of the deductible retention under its insurance policy, which is $500,000. The timing and amount of payments that Valicert
could be required to make under the proposed settlement will depend on several factors, principally the timing and amount of any payment required by the insurers pursuant to the $1 billion guaranty. The proposed settlement is subject to approval of
the Court, which cannot be assured. In April 2006, the Court held a hearing on the proposed settlement but has not yet issued a ruling on the issue. The accompanying condensed consolidated financial statements do not include a reserve for any
potential loss, as Tumbleweed does not consider a loss to be probable at this time.

In June 2003, Tumbleweed was served with a summons and
first amended complaint, captioned Liu v. Credit Suisse First Boston, et alia, alleging the violation of federal and state securities laws, purportedly on behalf of persons who acquired the common stock of Tumbleweed (other than purchasers of
Tumbleweeds IPO) from August 6, 1999 to October 18, 2000. The case was transferred to the United States District Court for the Southern District of New York, where, in March 2005, the Court dismissed the case with prejudice. In May
2006 the United States Court of Appeals for the Second Circuit resolved the matter in Tumbleweeds favor by affirming the judgment of the District Court.

(9) Recent Accounting Pronouncements

In June 2006, the Financial Accounting Standards Board (FASB) issued
Financial Interpretation 48, Accounting for Uncertainty in Income Taxes  an interpretation of FASB Statement 109 (FIN 48). FIN 48 clarifies the accounting for uncertainty in income taxes recognized in the financial
statements in accordance with Financial Accounting Statement 109, Accounting for Income Taxes. The interpretation is effective for fiscal years beginning after December 15, 2006. Tumbleweed does not expect FIN 48 to have a material
impact on its financial statements.



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ITEM 2MANAGEMENTS DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS

The following discussion should be read in conjunction with the condensed consolidated financial statements and the accompanying notes to this Quarterly Report on Form 10-Q and Tumbleweeds Annual Report on Form 10-K for 2005 filed
with the Securities and Exchange Commission (SEC), as well as Managements Discussion and Analysis of Financial Condition and Results of Operations included therein. The following discussion contains forward-looking statements that
reflect our plans, estimates and beliefs. Our actual results could differ materially from those discussed in the forward-looking statements. Factors that could cause or contribute to these differences include, but are not limited to, those discussed
below and at Part II, Item 1A, Risk Factors to this Quarterly Report.

Overview

Tumbleweed Communications Corp. (Tumbleweed or we) is a recognized expert in providing messaging and content security solutions
for enterprise and government customers of all sizes. With our products, organizations can block security threats, protect information, confidently conduct business online, and reduce their cost of doing business. Tumbleweed provides solutions
for inbound and outbound email protection, secure file routing, and identity validation that allow organizations to confidently conduct business over the Internet. Tumbleweed offers these solutions in three comprehensive product suites:
MailGate, SecureTransport, and Validation Authority. MailGate provides protection against spam, viruses, and attacks, and enables policy-based message filtering, encryption, and routing. SecureTransport enables customers to safely
exchange large files and transactions without proprietary software. Validation Authority is a world-leading solution for determining the validity of digital certificates.

We are trusted by approximately 2,000 enterprise and government customers who use our products to connect with over ten thousand corporations and millions of end-users. While our solutions apply to all industry
sectors, our traditional market focus has been in the financial services, healthcare, and government markets. We provide comprehensive security solutions for email protection, file transfers, and identity validation that allow organizations to
safely conduct business over the Internet. Using products from our secure messaging and content portfolio, organizations can block security threats, protect information assets, and enable the safe exchange of messages, files, and transactions.

Our operating results during the three and six months ended June 30, 2006 improved relative to the corresponding three and six month
periods in 2005 in revenue and operating cash flow. Our growth in revenue of 21% and 23% in the three and six month periods ended June 30, 2006, respectively, from the corresponding three and six month periods in 2005, was driven by a number of
factors including increased revenue from our Secure Transport and Validation Authority products as well as an increase in patent license revenue.

Cash flow from operations increased to $1.8 million for the six months ended June 30, 2006 from $1.4 million for the same six month periods in 2005. Operating cash flow increased despite a $59,000 increase in net loss primarily due to
an increase in non-cash charges for stock-based compensation expense due to our adoption of Statement of Financial Accounting Standards (SFAS) 123 (revised 2004), Share-Based Payment (SFAS 123R).

Backlog

Our backlog consists of deferred revenue
as well as contractual commitments that are not due and payable as of the balance sheet date, or for which the product or service has not yet been delivered, and/or for which collectibility is in doubt. Our backlog excludes all items relating to
consulting and training services. Backlog was $23.9 million and $23.4 million at June 30, 2006 and December 31, 2005, respectively. We believe that $18.8 million of the backlog at June 30, 2006 will be recognized as revenue in the
next twelve months.

Outlook

We
believe that our success in 2006 will depend on our ability to increase customer adoption of our products; our ability to successfully expand our sales internationally and through distribution by third party resellers; our ability to further
implement the processes related to selling hardware appliance products, such as supply chain effectiveness; and our ability to maintain control over expenses and cash. We believe that key risks include overall economic conditions and the overall
level of information technology spending; economic and business conditions within our target customer sectors in the financial services, health care, and government markets; timing of the closure of customer contracts; the integration of our new
Chief Executive Officer, Chief Marketing Officer, and Executive Vice President of Sales, and competitive factors in our rapidly changing industry. Our prospects must be considered in light of the risks, expenses and difficulties encountered by
companies at an early stage of development, particularly given that we operate in rapidly evolving market, and face an uncertain economic environment. We may not be successful in addressing such risks and difficulties. Please refer to the Risk
Factors section at Part II, Item 1A for additional information.



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CRITICAL ACCOUNTING POLICIES AND ESTIMATES

Our discussion and analysis of our financial condition and results of operations are based upon our condensed consolidated financial statements, which
have been prepared in accordance with accounting principles generally accepted in the United States. The preparation of these financial statements requires us to make estimates and judgments in determining the reported amounts of assets,
liabilities, revenues and expenses, and related disclosure of contingent assets and liabilities. We regularly evaluate our estimates, including those related to revenue recognition, customer arrangements, collectibility of accounts receivable,
valuation of assets, and contingencies and litigation. When making estimates, we consider our historical experience, our knowledge of economic and market factors and various other assumptions that we believe to be reasonable under the circumstances.
Actual results may differ from these estimates under different assumptions or conditions.

We believe that the following critical
accounting policies represent areas where significant judgments and estimates have been used in the preparation of our condensed consolidated financial statements.

Revenue Recognition

We derive our revenue from three sources: (i) product revenue, which includes license fees for
products sold as software or on appliances, subscription-based license fees, and transaction-based license fees; (ii) service revenue, which includes support and maintenance fees, consulting fees, and training fees; and (iii) intellectual
property and other revenue which includes patent license agreement fees and the sale of distribution rights. As described below, significant management judgments and estimates must be made and used in connection with the revenue recognized in any
accounting period. Material differences may result in the amount and timing of our revenue for any period based on the judgments and estimates made by our management.

We recognize revenue in accordance with Statement of Position (SOP) 97-2, Software Revenue Recognition (SOP 97-2), as amended by SOP 98-9, Modification of SOP 97-2, Software
Revenue Recognition With Respect to Certain Transactions (SOP 98-9), and generally recognizes revenue when all of the following criteria are met as set forth in paragraph 8 of SOP 97-2: (1) persuasive evidence of an
arrangement exists, (2) delivery has occurred; (3) the fee is fixed or determinable; and (4) collectibility is probable. We allocate revenue on software transactions (referred to as arrangements in the accounting
literature) involving multiple elements to each undelivered element based on their respective fair values. Specifically, in a multi-element arrangement we allocate revenue first to undelivered elements such as support and maintenance, installation
services and training based on each elements fair value and the residual is allocated to the product license as product revenue. The fair value of support and maintenance fees is recognized ratably over the contractual term of the
maintenance, which is typically one year. The fair value of services not considered essential to the functionality of the product or technology delivered is initially deferred and recognized into revenue as the services are performed. Our
determination of fair value of each element in multiple element arrangements is based on vendor-specific objective evidence (VSOE). We limit our assessment of the VSOE of fair value for each element to the price charged when the same
element is sold separately.

Arrangements that include consulting services are evaluated to determine whether those services are essential
to the functionality of other elements of the arrangement. When services are not considered essential, the revenue allocable to the services is recognized separately from the software, provided VSOE of fair value exists. If we provide consulting
services that are considered essential to the functionality of the software products, both the product revenue and service revenue are recognized under contract accounting in accordance with the provisions of SOP 81-1, Accounting for Performance
of Construction-Type and Certain Production-Type Contracts. Revenue from these arrangements is recognized under the percentage of completion method based on the ratio of direct labor hours incurred to date to total projected labor hours except
in limited circumstances where completion status cannot be reasonably estimated, in which case the completed contract method is used.

Our
software products are typically fully functional upon delivery and do not require significant modification or alteration. For arrangements where services are not essential to the functionality of the software, customers typically purchase consulting
services to facilitate the adoption of our technology, but they may also decide to use their own resources or appoint other professional service organizations to perform these services. Software products are generally billed separately and
independently from professional services, which are generally billed on a time-and-materials basis. For time-and-materials contracts, we recognize revenue as the services are performed. We occasionally offer fixed fee professional services
engagements. For fixed fee engagements with milestones or acceptance provisions, revenue is recognized upon completion of a milestone or acceptance, if applicable.



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We recognize revenue from patent license agreements and from the sale of distribution rights when
(i) the patent license or distribution agreement is executed, (ii) the amounts due are fixed, determinable, and billable, and (iii) collection of the resulting receivable is probable.

We recognize revenue from indirect channels such as resellers using the same criteria as is used for arrangements obtained through our direct sales team.

We typically grant our customers a warranty which guarantees that our products will substantially conform to our current specifications
for 60 days from the delivery date. We account for the estimated cost of product and service warranties in accordance with SFAS 5, Accounting for Contingencies, based on specific warranty claims received, provided that it is probable that a
liability exists, and provided the cost to repair or otherwise satisfy the claim can be reasonably estimated. The amount of the reserve recorded is equal to the costs to repair or otherwise satisfy the claim. Historically, costs related to warranty
claims have not been significant.

We make significant judgments related to revenue recognition. Specifically, in connection with each
transaction involving our products, we must evaluate whether: (i) persuasive evidence of an arrangement exists, (ii) delivery has occurred, (iii) our fee is fixed or determinable, and (iv) collectibility is probable. We apply
these criteria as discussed below.



| |  |  | Persuasive evidence of an arrangement exists. We require a written contract, signed by both the customer and us, or a purchase order from those customers that have previously
negotiated a standard license arrangement or volume purchase agreement with us prior to recognizing revenue on an arrangement.
| | - |  | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------



| |  |  | Delivery has occurred. We deliver software to our customers physically or electronically. For physical deliveries, our standard transfer terms are typically free on board, or
FOB, shipping point. For electronic deliveries, delivery occurs when we provide the customer access codes or keys that allow the customer to take immediate possession of the software.
| | - |  | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------



| |  |  | The fee is fixed or determinable. Our determination that an arrangement fee is fixed or determinable depends principally on the arrangements payment terms. Our standard
payment terms require the arrangement fee to be due within a maximum of 90 days. Where these terms apply, we regard the fee as fixed or determinable, and we recognize revenue upon delivery (assuming other revenue recognition criteria are met). If
the payment terms do not meet this standard, which we refer to as extended payment terms, we do not consider the fee to be fixed or determinable and generally recognize revenue when customer installments are due and payable.
| | - |  | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------



| |  |  | Collectibility is probable. To recognize revenue, we must judge collectibility of the arrangement fees, which we do on a customer-by-customer basis pursuant to our credit
review policy. We typically sell to customers with whom we have a history of successful collection. For new customers, we evaluate the customers financial position and ability to pay. If we determined that collectibility is not probable based
upon our credit review process or the customers payment history, we recognize revenue when payment is received.
| | - |  | -----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------

Stock-based
Compensation Expense

Effective January 1, 2006, we adopted the fair value recognition provisions of SFAS 123R, using the
modified prospective transition method and therefore have not restated results for prior periods. Under this transition method, stock-based compensation expense for the three and six months ended June 30, 2006 includes compensation expense for
all stock-based compensation awards granted prior to, but not yet vested as of January 1, 2006, based on the grant date fair value estimated in accordance with the original provisions of SFAS 123, Accounting for Stock-Based
Compensation (SFAS 123). We recognize stock-based compensation expense for the unvested portion of stock-based compensation awards granted prior to, but not yet vested as of, January 1, 2006 on an accelerated basis over the
vesting period of the individual award consistent with our methodology prior to the adoption of SFAS 123R and consistent with the method described in Financial Accounting Standards Board Interpretation 28, Accounting for Stock Appreciation Rights
and Other Variable Stock Option or Award Plans. Stock-based compensation expense for all stock-based compensation awards granted after January 1, 2006 is based on the grant-date fair value estimated in accordance with the provisions of
SFAS 123R and compensation cost for these awards is recognized on a straight-line basis over the requisite service period of the award, which is generally the option vesting term. In accordance with the provisions of SFAS 123R, we recognize
stock-based compensation expense net of an estimated forfeiture rate and recognize the compensation expense for only those shares expected to vest over the requisite service period of the award, which is generally the option vesting term. We
estimate the forfeiture rate based on our historical experience during the preceding term that equals the expected life of the options. The expected life of the options is based on the weighted average period of time that options granted are
expected to be outstanding giving consideration to vesting schedules and our historical exercise patterns. Our expected volatility is based on the daily historical volatility of our common stock, over the expected life of the option. The risk-free
rate is based on the implied yield currently available on U.S. Treasury zero-coupon issues with an equivalent remaining term to the expected life of the option. Where the expected term of our stock-based awards does not correspond with the terms for
which interest rates are quoted, we perform a straight-



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line interpolation to determine the rate from the available term maturities. Determining the fair value of stock based awards at the grant date requires
judgment, including estimating the expected life of stock options, the expected volatility of our stock and the amount of stock options expected to be forfeited. To the extent actual results or updated estimates differ from our current estimates,
such amounts will be recorded as a cumulative adjustment in the period estimates are revised. Actual results, and future changes in estimates, may differ substantially from our current estimates and our results of operations could be materially
impacted.

Valuation of Allowance for Doubtful Accounts

We maintain an allowance for doubtful accounts for estimated losses resulting from the inability of our customers to make required payments. A considerable amount of judgment is required when we assess the realization
of receivables, including assessing the probability of collection and the current credit-worthiness of each customer. We must make estimates of the collectibility of our accounts receivable. We specifically analyze accounts receivable, including
review of historical bad debts, customer credit-worthiness, current economic trends, aging of the balance and estimated collectibility percentages for different aging ranges, and changes in our customer payment terms when evaluating the adequacy of
the allowance for doubtful accounts. If the financial condition of certain of our customers were to deteriorate, resulting in an impairment of their ability to make payments, we might record a specific allowance against amounts owed to us by those
customers, and thereby reduce the value of the receivable to the amount we reasonably believe will be collected. If all collection efforts have been exhausted, we would write off the receivable against the allowance.

Valuation of Long-Lived Assets and Goodwill

We
assess the impairment of identifiable intangibles, long-lived assets and goodwill whenever events or changes in circumstances indicate that the carrying value may not be recoverable. Factors we consider important, which could trigger an impairment
review, include the following:



| |  |  | significant underperformance relative to historical or projected future operating results;
| | - |  | ------------------------------------------------------------------------------------------



| |  |  | significant changes in the manner or our use of the acquired assets or the strategy for our overall business;
| | - |  | -------------------------------------------------------------------------------------------------------------



| |  |  | significant negative industry or economic trends;
| | - |  | -------------------------------------------------



| |  |  | significant decline in our stock price for a sustained period; and
| | - |  | ------------------------------------------------------------------



| |  |  | our market capitalization relative to our net book value.
| | - |  | ---------------------------------------------------------

We evaluate goodwill at least on an annual basis for indications of impairment based on our fair value as determined by our market capitalization in accordance with SFAS 142, Goodwill and Other Intangible Assets(SFAS
142) or more frequently if certain indicators are present. If this evaluation indicates that the value of the goodwill may be impaired, we make an assessment of the impairment of the goodwill using the two-step method prescribed by SFAS 142.
Any such impairment charge could be significant and have a material adverse effect on our reported financial statements. We did not record any impairment charges on our goodwill during 2006 or 2005, respectively. As of June 30, 2006, we had
goodwill of $48.1 million.

Accrual for Anticipated Operating Lease Losses

We assess anticipated operating lease losses whenever we determine that our usage of our facility space will be impacted by business conditions and
subsequently reevaluate anticipated losses each time a sublease is entered into or exited. Changing market conditions make anticipated operating lease losses difficult to determine. During 2003 we recognized a charge of $996,000 related to potential
losses on an operating lease in Slough, United Kingdom that was included in our condensed consolidated statement of operations as Merger-related and other costs. The charge was estimated to include required repairs, remaining lease liabilities, and
brokerage fees, offset by estimated sublease income. During 2004 we recognized an additional charge of $168,000 on this same lease that was included in our condensed consolidated statement of operations as Merger-related and other costs due to a
revised estimate of the term of expected subleases on the building. During 2005, we recognized a $296,000 credit related to this same lease that was included in our condensed consolidated statement of operations as Merger-related and other costs due
to the combined cost of the final lease settlement payments, commissions, brokerage fees, and legal fees related to the termination of this lease being less than the existing accrual for the loss on the lease. During 2004, we recognized a charge of
$183,000 related to potential losses on an operating lease in Palo Alto, California that was included in our condensed consolidated statement of operations as Merger-related and other costs. The charge was estimated to include remaining lease
liabilities and brokerage fees, offset by estimated sublease income. This office space was subleased in December 2004 for the remainder of the lease term with sublease rental income less than our rent payments due to a weak office rental market in
and around Palo Alto. Estimates related to sublease costs and income are based on assumptions regarding the period required to locate and contract with a sublessee, sublease rates, and brokerage fees. Each reporting period we review these estimates,
and to the extent that our assumptions change and/or actual charges are incurred, the ultimate charge for the loss on this operating lease could vary from our current estimates.



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RESULTS OF OPERATIONS

Three and Six Months Ended June 30, 2006 and 2005

Revenue. Revenue, which consists of product revenue, service
revenue, and intellectual property and other revenue, results from new contracts and backlog. We define backlog as deferred revenue, contractual commitments that are not due and payable as of the balance sheet date, or for which collectibility is in
doubt, and/or for which the product or service has not yet been delivered. Product revenue consists of license fees, subscription-based license fees, and transaction-based license fees. Service revenue includes support and maintenance fees,
consulting fees, and training fees. Intellectual property and other revenue consists of patent license agreement fees and the sale of distribution rights. Total revenue for the three months ended June 30, 2006 increased to $15.1 million from
$12.5 million for the same three months in 2005. The increase in total revenue was primarily due to a $909,000 increase in service revenue and a $1.7 million increase in intellectual property and other revenue. Total revenue for the six months ended
June 30, 2006 increased to $30.2 million from $24.5 million for the same six months in 2005. The increase in total revenue was primarily due to a $3.0 million increase in product revenue, a $2.0 million increase in service revenue, and a
$683,000 increase in intellectual property and other revenue.

Product revenue was $5.3 million for both the three months ended
June 30, 2006 and June 30, 2005, respectively. Product revenue increased to $12.7 million for the six months ended June 30, 2006 from $9.7 million for the same six months in 2005. The increase in product revenue was primarily due to
an increase in license revenue of $3.3 million, partially offset by a decrease in transaction-based license revenue of $96,000 and a decrease in subscription-based license revenue of $252,000. The increase in license revenue for the six month period
was primarily due to an increase in license revenues for our SecureTransport product in the financial services sector. The decreases in subscription-based license revenue and transaction-based license revenue were due to our continued transition
away from those selling models and towards selling perpetual licenses with associated support and maintenance contracts.

Service revenue
increased to $7.3 million for the three months ended June 30, 2006 from $6.4 million for the same three months in 2005. The increase in service revenue was primarily due to an increase in support and maintenance revenue of $889,000. Service
revenue increased to $14.6 million for the six months ended June 30, 2006 from $12.5 million for the same six months in 2005. The increase in service revenue was primarily due to an increase in support and maintenance revenue of $1.9 million.
The increases in support and maintenance revenue were due to revenue growth in our installed customer base, an increase in sales of our dynamic anti-spam service which is sold on a subscription fee basis, and an expansion of our customer base.

Intellectual property and other revenue increased to $2.5 million for the three months ended June 30, 2006 from $841,000 for the same
three months in 2005. Intellectual property and other revenue increased to $2.9 million for the six months ended June 30, 2006 from $2.2 million for the same six months in 2005. The increases in intellectual property and other revenue were
primarily due to a patent license agreement covering certain email firewall technology in the amount of $2.4 million during the three months ended June 30, 2006.

Cost of revenue. Cost of revenue is comprised of product costs, service costs, and the amortization of intangible assets for core/developed technology and maintenance agreements relating to the acquisitions of
Valicert, Inc. (Valicert), Tumbleweed Communications Limited (formerly Incubator, Limited), and Corvigo, Inc (Corvigo). Product costs are primarily comprised of royalties paid to third parties for software licensed by us for
inclusion in our products, the cost of our appliance products, and employee and employee-related costs for hardware operations, including stock-based compensation expense in accordance with our adoption of SFAS 123R during 2006. Service costs are
comprised primarily of employee and employee-related costs, including stock-based compensation expense, for customer support, consulting, and training, and contract development projects with third parties. Total cost of revenue increased to $3.1
million for the three months ended June 30, 2006 from $2.6 million for the same three months in 2005. The increase in total cost of revenue was primarily due to a $267,000 increase in service costs and a $252,000 increase in product costs.
Total cost of revenue increased to $5.8 million for the six months ended June 30, 2006 from $4.8 million for the same six months in 2005. The increase in total cost of revenue was due to a $528,000 increase in product costs and a $525,000
increase in service costs.

Cost of product revenue increased to $970,000 for the three months ended June 30, 2006 from $718,000 for
the same three months in 2005. Cost of product revenue increased to $1.7 million for the six months ended June 30, 2006 from $1.2 million for the same six months in 2005. The increases in product costs were primarily due to increases of
$280,000 and $387,000 for three and six months ended June 30, 2006, respectively, in appliance costs as a result of increases in the number of appliance products shipped. In addition, royalties paid to third parties for software licensed by us
for inclusion in our products increased by $189,000 for the six months ended June 30, 2006 due to the addition of new software licenses from third parties included in our products.



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Service costs increased to $1.6 million for the three months ended June 30, 2006 from $1.3 million
for the same three months in 2005. Service costs increased to $3.1 million for the six months ended June 30, 2006 from $2.6 million for the same six months in 2005. The increases in service costs for the three and six month periods ended
June 30, 2006 were due to increases in employee and employee-related costs, including stock-based compensation expense, an increase in consulting costs, and an increase in travel expenses. Employee and employee-related costs increased by
$112,000 and $220,000, respectively, for the three and six months ended June 30, 2006 due to an increase in average services headcount and an increase in stock-based compensation expense due to our adoption of SFAS 123R during 2006. Average
services headcount increased to 56 and 54, respectively, for the three and six months ended June 30, 2006, from 48 and 46, respectively, for the same three and six months in 2005. Stock-based compensation expense increased by $33,000 and
$71,000, respectively, for the three and six months ended June 30, 2006. The increase in average services headcount was primarily due to the need for greater personnel resources to fulfill our customer service requirements due to our increased
service revenues. Consulting costs increased by $60,000 and $116,000, respectively, for the three and six months ended June 30, 2006. Consulting costs increased due to a greater utilization of third-parties to assist with providing service to
our customers. Travel expenses increased by $36,000 and $38,000, respectively, for the three and six months ended June 30, 2006. Travel expenses increased due to increased travel related to customer projects. We expect cost of service revenue
to increase on a year-over-year basis during the remainder of 2006 due to an anticipated increase in employee and employee-related costs due to increased headcount required to meet our customer requirements and an increase in stock-based
compensation expense resulting from our adoption of SFAS 123R.

Amortization of intangible assets included in cost of revenue decreased to
$489,000 for the three months ended June 30, 2006 from $510,000 for the same three months in 2005. Amortization of intangible assets included in cost of revenue decreased to $999,000 for the six months ended June 30, 2006 from $1,020,000
for the same six months in 2005. The decreases in the amortization of intangible assets were due to the amortization in full during the three months ended June 30, 2006 of the intangible assets for core/developed technology and maintenance
agreements acquired during the acquisition of Valicert.

Research and development expenses. Research and development expenses are
primarily comprised of employee and employee-related costs, including stock-based compensation expense, and other costs required for the development and quality assurance of our products. Research and development expenses for the three months ended
June 30, 2006 increased to $3.8 million from $3.0 million for the same three months in 2005. Research and development expenses for the six months ended June 30, 2006 increased to $7.2 million from $5.9 million for the same six months in
2005. The increases in research and development expenses were primarily due to increases in employee and employee-related costs and in recruiting expenses. Employee and employee-related costs increased by $629,000 and $1.0 million, respectively, for
the three and six months ended June 30, 2006 due to increases in stock-based compensation expense due to our adoption of SFAS 123R during 2006 as well as salary increases and growth in average engineering headcount. Stock-based compensation
expense increased by $238,000 and $444,000, respectively, for the three and six months ended June 30, 2006. Average engineering headcount increased to 156 and 153, respectively, for the three and six months ended June 30, 2006, from 147
and 141, respectively, for the same three and six months in 2005. The increase in average engineering headcount was primarily driven by our efforts to broaden and upgrade our products. Recruiting expenses increased by $93,000 and $184,000,
respectively, for the three and six months ended June 30, 2006 due to the utilization of third-parties to assist in our hiring processes with little comparable expenses for the same three and six months in 2005. We expect research and
development expense to increase on a year-over-year basis during the remainder of 2006 due to an anticipated increase in employee and employee-related costs due to growth in average engineering headcount as well as an increase in stock-based
compensation expense resulting from our adoption of SFAS 123R.

Sales and marketing expenses. Sales and marketing expenses are
primarily comprised of employee and employee-related costs, including stock-based compensation expense, travel expenses, and costs associated with marketing programs. Sales and marketing expenses for the three months ended June 30, 2006
increased to $6.6 million from $6.4 million for the same three months in 2005. The increase in sales and marketing expenses for the three months ended June 30, 2006 was primarily due to an increase in employee and employee-related costs of
$258,000. Employee and employee-related costs increased due to an increase in stock-based compensation expense resulting from our adoption of SFAS 123R during 2006 and an increase in average sales and marketing headcount. Stock-based compensation
increased by $142,000 during the three months ended June 30, 2006. Average sales and marketing headcount increased to 86 for the three months ended June 30, 2006, from 80 for the same three months in 2005 due to our efforts to expand the
capabilities of our sales force. Sales and marketing expenses for the six months ended June 30, 2006 increased to $13.0 million from $12.6 million for the same six months in 2005. The increase in sales and marketing expenses for the six months
ended June 30, 2006 was primarily due to an increase in stock-based compensation expense of $288,000, resulting from our adoption of SFAS 123R during 2006, and an increase in recruiter search fees of $71,000 resulting from our increase in
average sales and marketing headcount.



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General and administrative expenses. General and administrative expenses consist primarily of
employee and employee-related costs, including stock-based compensation expense, for our administrative, finance, legal, and human resources departments as well as public reporting costs, and professional fees including intellectual property
enforcement and protection costs. General and administrative expenses for the three months ended June 30, 2006 increased to $2.6 million from $1.4 million for the same three months in 2005. General and administrative expenses for the six months
ended June 30, 2006 increased to $5.9 million from $2.9 million for the same six months in 2005. The increases in general and administrative expense were primarily due to increases of $1.2 million and $2.7 million for three and six months ended
June 30, 2006, respectively, in employee and employee-related costs. Employee and employee-related costs increased due to increases in stock-based compensation expenses by $451,000 and $1.6 million for the three and six months ended
June 30, 2006, respectively, due to our adoption of SFAS 123R as well as increases in average general and administrative headcount. In addition, employee and employee-related costs for the three months ended June 30, 2006 increased due to
an increase in intellectual property commissions. Average general and administrative headcount increased to 38 and 37, respectively, for the three and six months ended June 30, 2006, from 21 for both the same three and six months in 2005,
largely due to a realignment of resources into our general and administrative function from other functions during 2006. Intellectual property commissions increased as a result of increased intellectual property revenue. We expect general and
administrative expenses to increase during the remainder of 2006 on a year-over-year basis due to an anticipated increase in employee and employee-related costs driven by an increase in stock-based compensation expense resulting from our adoption of
SFAS 123R.

Amortization of intangible assets. Amortization of intangible assets included in operating expenses consists of the
amortization of intangible assets for customer base and reseller agreements and trademarks and tradenames recorded as a result of the Valicert, Tumbleweed Communications Limited, and Corvigo acquisitions. Amortization of intangible assets included
in operating expenses for the three months ended June 30, 2006 decreased to $312,000 from $321,000 for the same three months in 2005. Amortization of intangible assets included in operating expenses for the six months ended June 30, 2006
decreased to $633,000 from $642,000 for the same six months in 2005. The decreases in the amortization of intangible assets included in operating expenses were due to the amortization in full during the three months ended June 30, 2006 of the
customer base and reseller agreements intangible asset acquired during the Valicert acquisition.

Merger-related and other costs
(credits). There were no merger-related and other costs for the three and six months ended June 30, 2006. Merger-related and other costs of a net credit of $96,000 for the three and six months ended June 30, 2005 consist of a $296,000
credit related to the termination of an operating lease in Slough, United Kingdom and a $200,000 severance cost associated with the resignation of our former Chief Executive Officer. The combined cost of the final lease settlement payments,
commissions, brokerage fees, and legal fees related to the termination of the Slough lease was less than the existing accrual for the loss on the lease, resulting in the expense credit.

Other income, net. Other income, net, is generally comprised of interest income earned on investment securities. Other income, net for the three
months ended June 30, 2006 increased to $301,000 from $176,000 for the same three months in 2005. Other income, net for the six months ended June 30, 2006 increased to $565,000 from $405,000 for the same six months in 2005. The increases
in other income, net were primarily due to increases in interest income driven by an increase in interest rates and a larger cash balance.

LIQUIDITY
AND CAPITAL RESOURCES

Since inception, we have financed our operations primarily through the issuance of equity securities. As of
June 30, 2006, we had approximately $28.8 million in cash and cash equivalents.

Net cash provided by operating activities for the six
months ended June 30, 2006 was $1.8 million, which was primarily the result of our net loss of $2.0 million, a decrease in accounts payable, accrued liabilities, and other liabilities of $435,000, a decrease in deferred revenue of $301,000, and
an increase in other assets of $341,000, the impact of which was exceeded by non-cash charges of $2.7 million for stock-based compensation expense and $2.2 million for depreciation and amortization expenses.

The increase in net cash provided by operating activities for the six months ended June 30, 2006 of $1.8 million from net cash provided by operating
activities of $1.4 million for the same six months in 2005 was primarily due to a $2.4 million increase in non-cash charges for stock-based compensation expense partially offset by a $59,000 increase in net loss and a $435,000 decrease in accounts
payable, accrued liabilities, and other long-term liabilities during the six months ended June 30, 2006 compared to a $1.4 million increase in these balances for the same six months in 2005.



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Net cash used in investing activities for the six months ended June 30, 2006 increased to $677,000
from $618,000 for the same six months in 2005. Net cash used in investing activities for both six months ended June 30, 2006 and June 30, 2005 was comprised of purchases of property and equipment. Purchases of property and equipment for
the six months ended June 30, 2006 increased as compared to the same six months in 2005 due to growing demand for computer equipment driven by an increased number of employees.

Net cash provided by financing activities for the six months ended June 30, 2006 increased to $773,000 from $62,000 for the same six months in 2005.
Net cash provided by financing activities for the six months ended June 30, 2006 was comprised of an inflow of $773,000 for the proceeds from the issuance of common stock as a result of the exercises of stock options. Net cash provided by
financing activities for the six months ended June 30, 2005 was comprised of an inflow of $195,000 for the proceeds from the issuance of common stock as a result of the exercises of stock options, partially offset by an outflow of $133,000
related to repayments of outstanding debt originally assumed in the acquisition of Valicert. The increase in net cash provided by financing activities was due to a $578,000 increase in proceeds from the issuance of common stock in the six months
ended June 30, 2006 as compared to the same six months in 2005 due to an increase in stock option exercises. In addition, the bank loan was repaid in full in the three months ended September 30, 2005 and accordingly no borrowings remained
or were repaid in the six months ended June 30, 2006.

As of June 30, 2006, our principal commitments consisted of obligations
related to outstanding operating leases, a bank loan, and unconditional purchase obligations. We do not anticipate a substantial increase in operating lease obligations in the immediate future.

In the acquisition of Valicert, we assumed debt of $855,000 resulting from equipment leases with two financing companies. During 2003, this debt was
refinanced with an $800,000 loan with a bank. This debt was repaid in full during the three months ended September 30, 2005.

In June
1999, we entered into an operating lease covering approximately 40,000 square feet of office space in Redwood City, California and renewed that lease in 2003. The renewed lease expires in July 2008 with current monthly rent payments of approximately
$75,000.

Our capital requirements depend on numerous factors, including revenue generated from operations and market acceptance of our
products and services, and the resources devoted to the development of our products and services and to sales and marketing and other operating activities. We believe that our existing capital resources should enable us to maintain our current and
planned operations for at least the next twelve months. Our current cash reserves, however, may be insufficient if we experience either lower than expected revenues or extraordinary or unexpected cash expenses, or for other reasons. Funding, if
pursued, may not be available on acceptable terms or at all. If adequate funds are not available, we may be required to curtail significantly or defer one or more of our operating goals or programs, or take other steps that could harm our business
or future operating results. We will continue to consider future financing alternatives, which may include the incurrence of debt, additional public or private equity offerings or an equity investment by a strategic partner; however, we have no
present commitments or arrangements assuring us of any future equity or debt financing.

At June 30, 2006, we did not have any
relationships with unconsolidated entities or financial partnerships, such as entities often referred to as structured finance or special purpose entities, which would have been established for the purpose of facilitating off-balance sheet
arrangements or other contractually narrow or limited purposes. As such, we are not exposed to any financing, liquidity, market or credit risk that could arise if we had engaged in such relationships.

Contractual Obligations and Commercial Commitments

Future cash payments for contractual obligations and commercial commitments as of June 30, 2006, are as follows (in thousands):



|                                   |  |      |       |      |   |       |  |           |     |       |   |   |  |   |      
|---------------------------------- |  | ---- | ----- | ---- | - | ----- |  | --------- | --- | ----- | - | - |  | - | -----
|                                   |  | 2006 |       | 2007 |   | 2008  |  | After2008 |     | Total
|Operating lease obligations        |  | $    | 921   |      | $ | 1,332 |  | $         | 523 |       | $ |  |  | $ | 2,776
|Unconditional purchase obligations |  |      | 384   |      |   | 567   |  |           | 171 |       |   |  |  |   | 1,122
|                                   |  |      |       |      |   |       |  |           |     |       |   |   |  |   |      
|Total                              |  | $    | 1,305 |      | $ | 1,899 |  | $         | 694 |       | $ |  |  | $ | 3,898
|                                   |  |      |       |      |   |       |  |           |     |       |   |   |  |   |      

The amounts above will be offset by anticipated sublease receipts of $122,000, and $20,000 in
2006, and 2007, respectively.



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ITEM 3. QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK

We currently do not use financial
instruments to hedge operating expenses in Australia, Bulgaria, Japan, New Zealand, the Netherlands, Singapore, Switzerland, or the United Kingdom denominated in the respective local currency. We assess the need to utilize financial instruments to
hedge currency exposures on an ongoing basis.

We do not use derivative financial instruments for speculative trading purposes, nor do we
hedge our foreign currency exposure in a manner that entirely offsets the effects of changes in foreign exchange rates. We regularly review our hedging program and may as part of this review determine at any time to change our hedging program.

Interest Rate Sensitivity

The primary
objective of our investment activities is to preserve principal while at the same time maximizing the income we receive from our investments without significantly increasing risk. Some of the securities that we have invested in may be subject to
market risk. This means that a change in prevailing interest rates may cause the fair value of the investment to fluctuate. For example, if we hold a security that was issued with a fixed rate equal to the then-prevailing interest rate and the
prevailing interest rate later rises, the fair value of our investment will decline. To minimize this risk, we maintain our portfolio of cash equivalents in commercial paper and money market funds. In general, our investments are not subject to
market risk because the interest paid on these funds fluctuates with the prevailing interest rate to preserve the fair value of the investments. As of June 30, 2006, none of our cash equivalents were subject to market risk.

ITEM 4. CONTROLS AND PROCEDURES

(a) Evaluation of disclosure controls and procedures.

Our management, with the participation of our Chief Executive Officer and Chief Financial Officer, has evaluated the effectiveness of our disclosure
controls and procedures (as such term is defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, as amended (the Exchange Act)) as of June 30, 2006. Based on such evaluation, our Chief Executive Officer
and Chief Financial Officer have concluded that, as of June 30, 2006, our disclosure controls and procedures are effective.

(b) Changes in internal
controls.

No changes in our internal control over financial reporting (as such term is defined in Rules 13a-15(f) and 15d-15(f) under the
Exchange Act) occurred during the three months ended June 30, 2006 that have materially affected, or are reasonably likely to materially affect, our internal controls over financial reporting.



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PART IIOTHER INFORMATION

ITEM 1. LEGAL PROCEEDINGS

In December 2001, certain plaintiffs filed a class action lawsuit in the United
States District Court for the Southern District of New York on behalf of purchasers of the common stock of Valicert, alleging violations of federal securities laws. In re Valicert, Inc. Initial Public Offering Securities Litigation,
No. 01-CV-10889 (SAS) (S.D.N.Y.), related to In re Initial Public Offering Securities Litigation, No. 21 MC 92 (SAS). The operative amended complaint is brought on purported behalf of all persons who purchased Valicert common stock from
the date of its July 27, 2000 initial public offering (IPO) through December 6, 2000. It names as defendants Valicert, its former Chief Executive Officer, its Chief Financial Officer (the Valicert Defendants), as
well as an investment banking firm that served as an underwriter for the IPO. The complaint alleges liability under Sections 11 and 15 of the Securities Act of 1933 and Sections 10(b) and 20(a) of the Securities Exchange Act of 1934, on the grounds
that the registration statement for the IPO did not disclose that: (1) the underwriter agreed to allow certain customers to purchase shares in the IPO in exchange for excess commissions to be paid to the underwriter; and (2) the
underwriter arranged for certain customers to purchase additional shares in the aftermarket at predetermined prices. The complaint also appears to allege that false or misleading analyst reports were issued. The complaint does not claim any specific
amount of damages. Similar allegations have been made in lawsuits relating to more than 300 other initial public offerings conducted in 1999 and 2000, all of which have been consolidated for pretrial purposes. In February 2003, the Court issued a
ruling on all defendants motions to dismiss, denying Valicerts motion to dismiss the claims under the Securities Act of 1933, but granting Valicerts motion to dismiss the claims under the Securities Exchange Act of 1934.

In June 2003, Valicert accepted a settlement proposal presented to all issuer defendants in this case. Under the proposed settlement, the
plaintiffs will dismiss and release all claims against the Valicert Defendants in exchange for a contingent payment guaranty by the insurance companies collectively responsible for insuring the issuers in all the consolidated cases, and the
assignment or surrender of control to the plaintiffs of certain claims the issuer defendants may have against the underwriters. Under the guaranty, the insurers will be required to pay the amount, if any, by which $1 billion exceeds the aggregate
amount ultimately collected by the plaintiffs from the underwriter defendants in all of the cases. If the plaintiffs fail to recover $1 billion and payment is required under the guaranty, Valicert would be responsible to pay its pro rata portion of
the shortfall, up to the amount of the deductible retention under its insurance policy, which is $500,000. The timing and amount of payments that Valicert could be required to make under the proposed settlement will depend on several factors,
principally the timing and amount of any payment required by the insurers pursuant to the $1 billion guaranty. The proposed settlement is subject to approval of the Court, which cannot be assured. In April 2006 the Court held a hearing on the
proposed settlement but has not yet issued a ruling on the issue. The accompanying condensed consolidated financial statements do not include a reserve for any potential loss, as we do not consider a loss to be probable at this time.

In June 2003, we were served with a summons and first amended complaint, captioned Liu v. Credit Suisse First Boston, et alia, alleging the
violation of federal and state securities laws, purportedly on behalf of persons who acquired our common stock of (other than purchasers of our IPO) from August 6, 1999 to October 18, 2000. The case was transferred to the United States
District Court for the Southern District of New York, where, in March 2005, the Court dismissed the case with prejudice. In May 2006 the United States Court of Appeals for the Second Circuit resolved the matter in our favor by affirming the judgment
of the District Court.

All costs incurred as a result of these legal proceedings and claims are charged to expense as incurred. We
indemnify our customers from third party claims of intellectual property infringement relating to the use of our products. Historically, costs related to these guarantees have not been significant and we are unable to estimate the potential impact
of these guarantees on our future results of operations.



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ITEM 1A. RISK FACTORS

We have a history of losses and may experience losses in the future.

Our prospects must be considered in light of the risks, expenses, delays and difficulties frequently encountered by companies engaged in rapidly evolving
technology markets like ours. We incurred net losses of $3.9 million, $7.5 million, and $9.2 million in 2005, 2004, and 2003, respectively. As of June 30, 2006, we had incurred cumulative net losses of $292.7 million.

Our success may depend in large part upon the adoption and utilization of our products and technology, as well as our ability to effectively maintain
existing relationships and develop new relationships with customers and strategic partners. If we do not succeed in doing so, we may not achieve or maintain profitability on a timely basis or at all. In particular, we intend to expend significant
financial and management resources on product development, sales and marketing, strategic relationships, technology and operating infrastructure. As a result, we may incur additional losses for the foreseeable future and may not achieve or maintain
profitability.

If we lose the services of executive officers or other key employees, our ability to develop our business and secure customer
relationships will suffer.

We are substantially dependent on the continued services and performance of our executive officers and other
key personnel and do not have long-term employment agreements with any of our key personnel. In this regard, we recently appointed a new Chief Executive Officer, Chief Marketing Officer, and Executive Vice President of Sales, which subjects us to
heightened risks related to this transition as they assume their roles and make changes to our business and operations. The loss of the services of any of our executive officers or other key employees could significantly delay or prevent the
achievement of our development and strategic objectives.

If we do not develop our products, marketing and distribution channels more successfully than
our competitors, our business could be harmed.

If we do not optimize our methods of producing, marketing and selling our products, it
could significantly limit our ability to compete successfully against current and future competitors. The markets in which we compete are intensely competitive and rapidly changing. Vendors in our markets use different methods of marketing and
distribution in order to meet expected customer demand. For example, our competitors include multiple software-only vendors, appliance-only vendors, and service providers, as well as vendors that offer a combination of some or all of the foregoing.
Moreover, vendors offerings range from single-function point products and services to more sophisticated and scalable multi-functional offerings. In addition, pricing and other terms and conditions of sales contracts also vary considerably
among our competition. Because it is difficult to predict demand in our rapidly changing markets, we may not be able to manage our marketing and sales efforts in an optimal way, which may disadvantage our business in comparison to competitors.

Additional competitive factors in our industry include customer-driven requirements such as additional functionality, improved product
performance, ease of use, integration capacity, platform coverage, and the quality of each vendors global technical support. Some of our competitors have greater financial, technical, sales, marketing and other resources than we do, as well as
greater name recognition and a larger installed customer base. Additionally, some of these competitors have research and development capabilities that may allow them to develop new or improved products that may compete with product lines we market
and distribute.

We expect that the market for email and data security products will become more consolidated with larger companies being
better positioned to compete in such an environment in the long term. As this market continues to develop, a number of companies with greater resources than ours could attempt to increase their presence in this market by acquiring or forming
strategic alliances with our competitors or business partners.

Our success will depend on our ability to adapt in strategic fashion to
these competing forces, to develop and successfully launch more effective products more rapidly and less expensively than our competitors, and to educate potential customers as to the benefits of licensing our products rather than developing their
own products. Competitors could introduce products with superior features, scalability and functionality at lower prices than our products and could also bundle existing or new products with other more established products in order to compete with
us. In addition, because there are relatively low barriers to entry for the software market, we expect additional competition from other established and emerging companies. Increased competition is likely to result in price reductions, reduced gross
margins and loss of market share, any of which could harm our business.

In addition, our success depends on our ability to grow and
develop our indirect distribution channels, both in the United States and internationally, and the inability to do so could adversely affect future operating results. Our failure to



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increase revenue through our indirect distribution channels could have a material adverse effect on our business, operating results, and financial condition.
We must increase the number of strategic and other third-party relationships with vendors of Internet-related systems and application software, resellers and systems integrators. Our existing or future channel partners may choose to devote greater
resources to marketing and supporting the products of other companies.

Economic conditions that result in a decrease in information technology spending
could adversely affect our ability to maintain and increase revenue.

Our revenue and profitability or loss depends on the overall
demand for our products, our intellectual property, and our services, particularly within the industries in which we offer specific versions of our products. Because our sales are primarily to customers in the financial services, health care, and
government markets, our business depends on the overall economic conditions and the economic and business conditions within these industries. Any weakening of the global economy, the information technology industry in particular, or the weakening of
the business conditions within the above industries could cause a decrease in our revenues. A softening of demand for information technology spending caused by a continued weakening of the economy, domestically or internationally, may result in a
decrease in revenues and continued losses.

Fluctuations in our quarterly operating results may not be predictable and may result in significant
volatility in our stock price.

Our revenue and our operating results have fluctuated and may continue to fluctuate based on, among
other things, the timing of the execution and termination of customer agreements in a given quarter. We have experienced, and expect to continue to experience, fluctuations in revenue and operating results from quarter to quarter for other reasons,
including the timing of our target customers election to adopt and implement our technology, election of our customers to delay their purchase commitments or purchase in smaller amounts, and timing and ability to continue to license our
patents. Further, we have experienced and may continue to experience difficulty in managing the amount and timing of operating costs and capital expenditures relating to our business, operations and infrastructure as well as collecting fees owed by
customers. Finally, any acquisitions or divestitures we complete as well as the announcement or introduction of new or enhanced products and services may create additional volatility in our results.

As a result of these factors, we believe that quarter-to-quarter comparisons of our revenue and operating results are not necessarily meaningful, and
that these comparisons may not be accurate indicators of future performance. We may not be able to accurately forecast our revenue or expenses. Because our staffing and operating expenses are based on anticipated revenue levels, and because a high
percentage of our costs are fixed, small variations in the timing of the recognition of specific revenue could cause significant variations in operating results from quarter to quarter. In addition, many of our customers delay purchases of our
products until the end of each quarter. If we are unable to adjust spending in a timely manner to compensate for any unexpected revenue shortfall, any significant revenue shortfall would likely have an immediate negative effect on our operating
results. Moreover, we believe the challenges and difficulties that we face, as outlined above with respect to financial forecasts, also apply to securities analysts that may publish estimates of our financial results. Our operating results in the
past have, and in future quarters may, fail to meet our expectations or those of securities analysts or our investors due to any of a wide variety of factors, including fluctuations in financial ratios or other metrics used to measure our
performance. If this occurs, we would expect to experience an immediate and significant decline in the trading price of our stock.

Contractual issues
may arise during the negotiation of license agreements that may delay the anticipated closure of a transaction and our ability to recognize revenue as anticipated.

Because we focus on selling enterprise-wide software products to enterprises and government entities, the process of contractual negotiation is critical and may be lengthy. Additionally, many factors may require us to
defer recognition of license revenue for a significant period of time after entering into a license agreement.

Many customers negotiate
software licenses near the end of each quarter. In part, this is because customers are able, or believe that they are able, to negotiate lower prices and more favorable terms at that time. Our reliance on a large portion of software license revenue
occurring at the end of the quarter and the increase in the dollar value of transactions that occur at the end of a quarter can result in increased uncertainty relating to quarterly revenues. Due to end-of-period variances, forecasts may not be
achieved, either because expected sales do not occur or because they occur at lower prices or on terms that are less favorable to us.



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A limited number of customers account for a high percentage of our revenue, and the failure to maintain or expand
these relationships could adversely affect our future revenue.

The loss of one or more of our major customers, the failure to attract
new customers on a timely basis, or a reduction in revenue associated with existing or proposed customers would harm our future revenue and prospects. During the three months ended June 30, 2006, one customer comprised 16% of our revenue while
another customer comprised 13% of our revenue. For the six months ended June 30, 2006, one customer comprised 13% of our revenue. For the three months ended June 30, 2005, one customer comprised 10% of our revenue. No single customer
comprised 10% or more of our revenue for the six months ended June 30, 2005. During the three months ended June 30, 2006 and 2005, five customers comprised approximately 33% and 25% of our revenue, respectively. During the six months ended
June 30, 2006 and 2005, five customers comprised approximately 27% and 17% of our revenue, respectively.

Our appliance products may not be adopted
in the market and may expose us to hardware supply chain issues.

Over time, we have expanded our portfolio of products sold as hardware
appliances, which are manufactured by a third-party. The inclusion of these hardware appliances in our product portfolio subjects us to additional risks, including, but not limited to:



| |  |  | the inability of the manufacturer to perform in accordance with our expectations, in particular our expectations regarding the hardware appliances compliance with any
applicable regulations;
| | - |  | -----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------



| |  |  | the inability to deliver appliance products to customers in a timely manner, harming our ability to win time-sensitive customer contracts and/or recognize revenue;
| | - |  | -------------------------------------------------------------------------------------------------------------------------------------------------------------------



| |  |  | product shortages that could result in increased product costs;
| | - |  | ---------------------------------------------------------------



| |  |  | price increases from suppliers that may not be able to be passed on to customers;
| | - |  | ---------------------------------------------------------------------------------



| |  |  | oversupply or obsolescence of inventory, which may result in the need to reduce our prices and/or write down inventory; and
| | - |  | ---------------------------------------------------------------------------------------------------------------------------



| |  |  | product quality issues.
| | - |  | -----------------------

The occurrence of any of these
events could adversely affect our business and operating results.

We may be unable to adequately protect our intellectual property rights or may be
subject to claims of patent infringement, either of which could result in substantial costs to us.

We currently rely on a combination
of patents, trade secrets, copyrights, trademarks and licenses, together with non-disclosure and confidentiality agreements, to establish and protect our proprietary rights in our products. We hold certain patent rights with respect to some of our
products. Our existing patents or trademarks, as well as any future patents or trademarks obtained by us, may be challenged, invalidated or circumvented, or our competitors may independently develop or patent technologies that are substantially
equivalent or superior to our technology. We also rely on unpatented trade secrets and other unpatented proprietary information. Although we take precautionary measures to maintain our unpatented proprietary information, others may acquire
equivalent information or otherwise gain access to or disclose our proprietary information, and we may be unable to meaningfully protect our rights to our proprietary information. As a result, our operating results could suffer.

Third parties could assert patent or other intellectual property infringement claims against us and the cost of responding to such assertions, regardless
of their validity, could be significant. We may increasingly be subject to claims of intellectual property infringement as the number of our competitors grows and the functionality of their products and services increasingly overlap with ours. In
addition, we may infringe upon patents that may be issued to third parties in the future. It may be time consuming and costly to defend ourselves against any of these claims and we may not prevail. Furthermore, parties making such claims may be able
to obtain injunctive or other equitable relief that could block our ability to further develop or commercialize some or all of our products in the United States and abroad. In the event of a claim of infringement, we may be required to obtain one or
more licenses from or pay royalties to third parties. We may be unable to obtain any such licenses at a reasonable cost, if at all. Defense of any lawsuit or failure to obtain such license could harm our business.

The enforcement of our intellectual property rights, especially through patent infringement lawsuits we may initiate, could result in substantial litigation costs and
ultimately may not result in additional revenue to us or a favorable judicial determination.

Since 1999 we have aggressively pursued
cases of potential infringement by third parties of our patents and other intellectual property rights. The enforcement process is costly and requires significant management attention. These costs are expensed during the period incurred, and the
costs of pursuing the litigation may not be directly matched with the related patent license agreement revenue, if any. In addition, our enforcement of our rights may increase the risk of adverse claims,



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with or without merit, which could be time consuming to defend, result in costly litigation, divert managements attention and resources, limit the use
of our services, or require us to enter into royalty or license agreements. In addition, such counter-claims asserted by these third parties may be found to be valid and could result in an injunction or damages against us. Our ability to prevail in
this litigation is inherently uncertain, and if we were subject to an adverse judicial determination, our ability to protect our products and to secure related licensing or settlement revenue could be lost.

Failure to license necessary third party software incorporated in our products could cause delays or reductions in our sales.

We license third party software that we incorporate into our products. These licenses may not continue to be available on commercially reasonable terms,
or at all. Some of this technology would be difficult to replace. The loss of any such license could result in delays or reductions of our applications until we identify, license and integrate or develop equivalent software. If we are required to
enter into license agreements with third parties for replacement technology, we could face higher royalty payments and our products may lose certain attributes or features. In the future, we might need to license other software to enhance our
products and meet evolving customer needs. If we are unable to do this, we could experience reduced demand for our products.

Our international business
exposes us to additional risks that may result in future additional costs or limit the market for product sales.

Products and services
provided to our international customers accounted for 6% and 7% of our revenues for the three and the six months ended June 30, 2006, respectively, and 10% of our revenues for both the three and six months ended June 30, 2005.

Conducting business outside of the United States subjects us to additional risks, including:



| |  |  | changes in regulatory requirements, for example, the introduction by the European Union of its Restrictions on Hazardous Substances;
| | - |  | ------------------------------------------------------------------------------------------------------------------------------------



| |  |  | reduced protection of intellectual property rights; evolving privacy laws; tariffs and other trade barriers;
| | - |  | ------------------------------------------------------------------------------------------------------------



| |  |  | difficulties in staffing and managing foreign operations;
| | - |  | ---------------------------------------------------------



| |  |  | problems in collecting accounts receivable; and
| | - |  | -----------------------------------------------



| |  |  | difficulties in authenticating customer information.
| | - |  | ----------------------------------------------------

Managing these risks may subject us to additional costs that may not be justified in light of the market opportunity, and the inability to comply with or manage foreign laws and related risks may preclude or limit sales in foreign
jurisdictions.

We rely on public key cryptography and other security techniques that could be breached, resulting in reduced demand for our products
and services.

A requirement for the continued growth of electronic commerce is the secure transmission of confidential information over
public networks. We rely on public key cryptography, an encryption method that utilizes two keys, a public and private key, for encoding and decoding data, and on digital certificate technology, to provide the security and authentication necessary
for secure transmission of confidential information. Regulatory and export restrictions may prohibit us from using the strongest and most secure cryptographic protection available, and thereby may expose us or our customers to a risk of data
interception. A party who is able to circumvent our security measures could misappropriate proprietary information or interrupt our or our customers operations. Any compromise or elimination of our security could result in risk of loss or
litigation and possible liability and reduce demand for our products and services.

Our stock price could be adversely affected if we are unable to
continue to favorably assess the effectiveness of our internal control over financial reporting or if our independent registered public accounting firm is unable to provide an unqualified report on our assessment.

In the future, we may encounter problems or delays in completing the implementation of any changes necessary to make a favorable assessment of our
internal controls over financial reporting. In addition, in connection with the attestation process by our independent registered public accounting firm, we may encounter future problems or delays in completing the implementation of any requested
improvements and receiving a favorable attestation. If we cannot favorably assess the effectiveness of our internal controls over financial reporting, investor confidence and our stock price could be adversely affected.



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The terms of any financing we may obtain could result in substantial dilution of existing stockholders.

In the future, we may be required or elect to seek additional financing to fund our operations. Factors such as the commercial success
of our existing products and services, the timing and success of any new products and services, the progress of our research and development efforts, our results of operations, the status of competitive products and services, and the timing and
success of potential strategic alliances or potential opportunities to acquire or sell technologies or assets may require us to seek additional funding sooner than we expect. In the event that we require additional cash, we may not be able to secure
additional financing on terms that are acceptable to us, especially in light of uncertainty in the current market environment, and we may not be successful in implementing or negotiating such other arrangements to improve our cash position. If we
raise additional funds through the issuance of equity or convertible debt securities, the percentage ownership of our stockholders would be reduced and the securities we issue might have rights, preferences and privileges senior to those of our
current stockholders. If adequate funds were not available on acceptable terms or at all, our ability to achieve or sustain positive cash flows, maintain current operations, fund any potential expansion, take advantage of new opportunities, develop
or enhance products or services, or otherwise respond to competitive pressures could be significantly limited.

Our certificate of incorporation and
bylaws contain provisions that could discourage or prevent an acquisition of us, which could depress our stock price.

Certain
provisions of our certificate of incorporation and bylaws, as well as provisions of Delaware law, may discourage or prevent an acquisition or disposition of our business. Our certificate of incorporation and bylaws may inhibit changes of control
that are not approved by our Board of Directors. These provisions could limit the price that investors might be willing to pay in the future for shares of our common stock. In particular, our certificate of incorporation includes provisions for a
classified Board of Directors and prohibits stockholder action by written consent. Further, our bylaws contain provisions requiring advance notice for nomination of directors and stockholders proposals. In addition, as a Delaware corporation,
we are subject to Section 203 of the Delaware General Corporation Law. In general, this law prevents a person who becomes the owner of 15% or more of the corporations outstanding voting stock from engaging in specified business
combinations for three years unless specified conditions are satisfied. In addition, our certificate of incorporation allows our Board of Directors to issue preferred stock without further stockholder approval. The issuance of preferred stock also
could effectively limit the voting power of the holders of our common stock. This could have the effect of delaying, deferring or preventing a change in control.

We are a defendant in a purported securities class action lawsuit that could divert management attention and resources or eventually expose us to liability.

In December 2001, certain plaintiffs filed a class action lawsuit in the United States District Court for the Southern District of New York on behalf of
purchasers of the common stock of Valicert, alleging violations of federal securities laws. In re Valicert, Inc. Initial Public Offering Securities Litigation, No. 01-CV-10889 (SAS) (S.D.N.Y.), related to In re Initial Public Offering
Securities Litigation, No. 21 MC 92 (SAS). In June 2003, Valicert accepted a settlement proposal presented to all issuer defendants in this case. Under the proposed settlement, the plaintiffs will dismiss and release all claims against the
Valicert Defendants in exchange for a contingent payment guaranty by the insurance companies collectively responsible for insuring the issuers in all the consolidated cases, and the assignment or surrender of control to the plaintiffs of certain
claims the issuer defendants may have against the underwriters. Under the guaranty, the insurers will be required to pay the amount, if any, by which $1 billion exceeds the aggregate amount ultimately collected by the plaintiffs from the underwriter
defendants in all of the cases. If the plaintiffs fail to recover $1 billion and payment is required under the guaranty, Valicert would be responsible to pay its pro rata portion of the shortfall, up to the amount of the deductible retention under
its insurance policy, which is $500,000. The timing and amount of payments that Valicert could be required to make under the proposed settlement will depend on several factors, principally the timing and amount of any payment required by the
insurers pursuant to the $1 billion guaranty. The proposed settlement is subject to approval of the Court, which cannot be assured. In April 2006, the Court held a hearing on the proposed settlement but has not yet issued a ruling on the issue.
Failure of the Court to approve the settlement followed by an adverse outcome could harm our business and operating results. Moreover, the costs in defending this lawsuit could harm future operating results. The accompanying condensed consolidated
financial statements do not include a reserve for any potential loss, as we do not consider a loss to be probable at this time assured.



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##### Table of Contents

ITEM 2. UNREGISTERED SALES OF EQUITY SECURITIES AND USE OF PROCEEDS

Not applicable.

ITEM 3. DEFAULTS UPON SENIOR SECURITIES

Not applicable.

ITEM 4. SUBMISSION OF MATTERS TO A VOTE OF SECURITY HOLDERS

On June 8, 2006, we held our Annual
Meeting of Stockholders. The stockholders voted on the following matters:

1) Election of directors: Jeffrey C. Smith and Kenneth R. Klein were nominated
and elected as Class I directors for terms expiring in 2009. Votes were counted as follows:



|                 |  |            |  |          
|---------------- |  | ---------- |  | ---------
|                 |  | For        |  | Withheld 
|Jeffrey C. Smith |  | 44,128,774 |  | 859,912  
|Kenneth R. Klein |  | 42,163,644 |  | 2,825,042

As of June 30, 2006, our board of directors was comprised of each of the Class I Directors listed in the
table above, the Class II Directors, Deborah D. Rieman, James P. Scullion, and Taher Elgamal, and the Class III Directors, Christopher H. Greendale, James A. Heisch, and Standish H. OGrady.

2) Ratification of the selection of KPMG LLP as our independent auditors for the fiscal year ending December 31, 2006. The selection of KPMG LLP was ratified by a
vote of 44,280,058 for and 626,903 votes against, with 79,090 votes abstaining.

ITEM 5. OTHER INFORMATION

Not applicable.



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##### Table of Contents

ITEM 6. EXHIBITS

a. Exhibits are incorporated herein by reference or are filed with this report as indicated below
(numbered in accordance with Item 601 of Regulation S-K):



|              |  |                                                                                                                                                                      
|------------- |  | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------
|ExhibitNumber |  | Description                                                                                                                                                          
|              | 
|3.1(1)        |  | Amended and Restated Certificate of Incorporation of Registrant                                                                                                      
|              | 
|3.2(1)        |  | Amended and Restated Bylaws of Registrant                                                                                                                            
|              | 
|10.1(2)       |  | Employment agreement between Daniel Greenberg and Tumbleweed, dated April 3, 2006                                                                                    
|              | 
|10.2(3)       |  | Amendment to employment agreement between Timothy G. Conley and Tumbleweed, dated April 28, 2006                                                                     
|              | 
|10.3(4)       |  | Consulting agreement between Taher Elgamal and Tumbleweed, dated June 30, 2006                                                                                       
|              | 
|31.1          |  | Certification of Chief Executive Officer pursuant to Exchange Act Rules 13a-14(a) and 15d-14(a), as adopted pursuant to Section 302 of the Sarbanes-Oxley Act of 2002
|              | 
|31.2          |  | Certification of Chief Financial Officer pursuant to Exchange Act Rules 13a-14(a) and 15d-14(a), as adopted pursuant to Section 302 of the Sarbanes-Oxley Act of 2002
|              | 
|32.1          |  | Certification of Chief Executive Officer pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002                    
|              | 
|32.2          |  | Certification of Chief Financial Officer pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002                    

---

|(1) | Incorporated by reference to our Registration Statement on Form S-1/A (File No. 333-79687), filed June 29, 1999.
|--- | ----------------------------------------------------------------------------------------------------------------

|(2) | Incorporated by reference to our Current Report on Form 8-K, filed April 5, 2006.
|--- | ---------------------------------------------------------------------------------

|(3) | Incorporated by reference to our Current Report on Form 8-K, filed May 2, 2006.
|--- | -------------------------------------------------------------------------------

|(4) | Incorporated by reference to our Current Report on Form 8-K, filed July 6, 2006.
|--- | --------------------------------------------------------------------------------



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##### Table of Contents

SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the Registrant has duly
caused this report to be signed on its behalf by the undersigned, hereunto duly authorized:



|                     |  |                                 |  |                                                                                                                                              
|-------------------- |  | ------------------------------- |  | ---------------------------------------------------------------------------------------------------------------------------------------------
|                     |  | TUMBLEWEED COMMUNICATIONS CORP.
|                     |  |                                
|Date: August 8, 2006 |  | By:                             |  | /S/ JAMES P. SCULLION                                                                                                                        
|                     |  |                                 |  | James P. Scullion Chairman and Chief Executive Officer (Principal Executive
Officer)                                                         
|                     |  |                                
|Date: August 8, 2006 |  | By:                             |  | /S/ TIMOTHY G. CONLEY                                                                                                                        
|                     |  |                                 |  | Timothy G. Conley Senior Vice President of Finance and Chief Financial
Officer (Principal Financial Officer and Principal Accounting Officer)



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##### Table of Contents

INDEX TO EXHIBITS



|              |  |                                                                                                                                                                      
|------------- |  | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------
|ExhibitNumber |  | Description                                                                                                                                                          
|              | 
|3.1(1)        |  | Amended and Restated Certificate of Incorporation of Registrant                                                                                                      
|              | 
|3.2(1)        |  | Amended and Restated Bylaws of Registrant                                                                                                                            
|              | 
|10.1(2)       |  | Employment agreement between Daniel Greenberg and Tumbleweed, dated April 3, 2006                                                                                    
|              | 
|10.2(3)       |  | Amendment to employment agreement between Timothy G. Conley and Tumbleweed, dated April 28, 2006                                                                     
|              | 
|10.3(4)       |  | Consulting agreement between Taher Elgamal and Tumbleweed, dated June 30, 2006                                                                                       
|              | 
|31.1          |  | Certification of Chief Executive Officer pursuant to Exchange Act Rules 13a-14(a) and 15d-14(a), as adopted pursuant to Section 302 of the Sarbanes-Oxley Act of 2002
|              | 
|31.2          |  | Certification of Chief Financial Officer pursuant to Exchange Act Rules 13a-14(a) and 15d-14(a), as adopted pursuant to Section 302 of the Sarbanes-Oxley Act of 2002
|              | 
|32.1          |  | Certification of Chief Executive Officer pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002                    
|              | 
|32.2          |  | Certification of Chief Financial Officer pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002                    

---

|(1) | Incorporated by reference to our Registration Statement on Form S-1/A (File No. 333-79687), filed June 29, 1999.
|--- | ----------------------------------------------------------------------------------------------------------------

|(2) | Incorporated by reference to our Current Report on Form 8-K, filed April 5, 2006.
|--- | ---------------------------------------------------------------------------------

|(3) | Incorporated by reference to our Current Report on Form 8-K, filed May 2, 2006.
|--- | -------------------------------------------------------------------------------

|(4) | Incorporated by reference to our Current Report on Form 8-K, filed July 6, 2006.
|--- | --------------------------------------------------------------------------------



32