Document:

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                                                                   EXHIBIT 10.59

                               THIRD AMENDMENT TO
                              AMENDED AND RESTATED
                           LOAN AND SECURITY AGREEMENT

         THIS THIRD AMENDMENT TO AMENDED AND RESTATED LOAN AND SECURITY
AGREEMENT (the "Third Amendment") is entered into as of March 12, 2004, by and
between SILICON VALLEY BANK, a California-chartered bank (the "Bank"), and
CRITICAL PATH, INC., a California corporation (the "Borrower"), in reliance on
the following:

                                    RECITALS

         A.       On or about March 31, 2000, the Borrower entered into that
certain Indenture (the "Indenture") between the Borrower and State Street Bank
and Trust Company of California, N.A., a national banking association organized
under the laws of the United States (the "Trustee"), pursuant to which the
Borrower issued approximately $38,000,000.00 of Convertible Subordinated Notes
(the "Notes") due to mature on April 1, 2005 (the "Note Payment Date") to a
group of investors lead by the Cheung Kong Group and its Hutchison Whampoa
Limited affiliates (the "Cheung Kong Investors"), among other investors.

         B.       On or about July 18, 2003, the Borrower and the Bank entered
into that certain Amended and Restated Loan and Security Agreement (the "Loan
Agreement") pursuant to which the Bank made available to the Borrower a
revolving credit facility (the "Senior Debt Facility") in the principal amount
of up to $15,000,000.00.

         C.       On or about November 18, 2003, the Borrower entered into that
certain Convertible Note Purchase and Exchange Agreement among the Borrower,
General Atlantic Partners 74, L.P. ("GAP 74"), GAP Coinvestment Partners II,
L.P. ("GAP Coinvestment"), GapStar, LLC ("GapStar") and GAPCO GmbH & Co. KG
("GAPCO" and, together with GAP 74, GAP Coinvestment and GapStar, the
"Investors"), and the other entities listed on the signature pages thereto
(collectively with the notes and other documents executed and delivered by the
Borrower in connection therewith, as amended in accordance with the terms of the
First Subordination Agreement defined below, the "First Junior Debt Documents"),
pursuant to which the Borrower issued to such Investors convertible notes in the
aggregate principal amount of $10,000,000.00 (the "First Junior Debt") and
granted a security interest to the Investors in certain of the Collateral on
November 26, 2003.

         D.       The Bank consented to the Borrower's entering into the First
Junior Debt Documents and performing its obligations thereunder pursuant to the
terms of that certain First Amendment to Amended and Restated Loan and Security
Agreement dated as of November 26, 2003 (the "Amendment"). The Amendment
provided, in part, that the Investors would enter into that certain
Subordination Agreement with the Bank dated as of November 26, 2003 (the "First
Subordination Agreement") to evidence the terms by which the First Junior Debt
is subordinated to the Senior Debt Facility.

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         E.       On or about January 16, 2004, the Borrower entered into that
certain Convertible Note Purchase Agreement dated as of January 16, 2004, by and
among the Borrower as issuer, on the one hand, and Permal U.S. Opportunities
Limited, Zaxis Equity Neutral, L.P., Zaxis Partners, L.P., Zaxis Offshore
Limited, Zaxis Institutional Partners, L.P., and Passport Master Fund, L.P. as
creditors (collectively, the "Second Subordinated Creditors"), on the other
hand, and the Notes, the Guaranty and Security Agreement and the other documents
executed and delivered in connection therewith (collectively, the "Second Junior
Debt Documents").

         F.       The Bank consented to the Borrower's entering into the Second
Junior Debt Documents and the Borrower's granting to the Second Subordinated
Creditors a security interest in certain of the Collateral, all as more fully
set forth in the Second Junior Debt Documents, conditioned upon the execution
and delivery by the Second Subordinated Creditors of a "Second Subordination
Agreement" by and among the Bank, as senior creditor, and the Second
Subordinated Creditors, as junior creditors, in form and substance acceptable to
the Bank, and the consent of the Investors to the Borrower's entering into the
Second Junior Debt Documents.

         G.       On or about January 30, 2004, the Borrower entered into that
certain Second Amendment to Amended and Restated Loan and Security Agreement
dated as of January 30, 2004 (the "Second Amendment"). The Second Amendment
provided, in part, an extension of the Maturity Date to October 31, 2004. The
Loan Agreement as amended by the Amendment and the Second Amendment, along with
all other documents entered into by the parties in connection with the Loan
Agreement, the Amendment and the Second Amendment, are hereinafter referred to
as the "Senior Loan Documents," and each capitalized term used in this Third
Amendment shall have the meaning accorded to it in the Senior Loan Documents
unless it is otherwise defined herein.

         H.       On or about March 9, 2004, the Borrower entered into that
certain Convertible Note Purchase Agreement dated as of March 9, 2004, by and
among the Borrower as issuer, on the one hand, and Permal U.S. Opportunities
Limited, Zaxis Equity Neutral, L.P., Zaxis Partners, L.P., Zaxis Offshore
Limited, Zaxis Institutional Partners, L.P., Guggenheim Portfolio Company XIII,
Crosslink Crossover Fund IV, L.P., Sagamore Hill Hub Fund, Ltd., Criterion
Capital Partners, Ltd. Criterion Capital Partners, Institutional, Criterion
Capital Partners, L.P. and Capital Ventures International as creditors
(collectively, the "Third Subordinated Creditors"), on the other hand, and the
Notes, the Guaranty and Security Agreement and the other documents executed and
delivered in connection therewith (collectively, the "Third Junior Debt
Documents").

         I.       The Bank consented to the Borrower's entering into the Third
Junior Debt Documents and the Borrower's granting to the Third Subordinated
Creditors a security interest in certain of the Collateral, all as more fully
set forth in the Third Junior Debt Documents, conditioned upon the execution and
delivery by the Third Subordinated Creditors of a "Third Subordination
Agreement" by and among the Bank, as senior creditor, and the Third Subordinated
Creditors, as junior creditors, in form and substance acceptable to the Bank,
and the consent of the Investors and Second Subordinated Creditors to the
Borrower's entering into the Third Junior Debt Documents.

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         J.       The Borrower now desires to amend the Senior Loan Documents
further in order to extend the Maturity Date, and the Bank is willing to do so
upon the terms set forth herein.

                                    AGREEMENT

         NOW, THEREFORE, in reliance upon the foregoing and in consideration of
the mutual covenants set forth herein and for other good and valuable
consideration, the receipt of which is hereby acknowledged, the parties hereto
agree as follows:

1.       Change in the Calculation of the Credit Limit.

         1.1      The Credit Limit. On and after the date on which this Third
Amendment becomes effective pursuant to Section 9 hereof (the "Effective Date"),
the Credit Limit shall be an amount equal to the lesser of (i) $6,000,000.00 or
(ii) the Borrowing Base. Section 1.1 of Schedule 1 to the Loan Agreement
("Schedule 1") is hereby amended accordingly.

         1.2      Definition of the Borrowing Base. The following definition
hereby replaces in full the definition of Borrowing Base set forth in Section
1.2 of Schedule 1, and said Section 1.2 is hereby amended accordingly:

                  (a)      During the period commencing on the Effective Date
and ending on March 31, 2005, the Borrowing Base shall be the sum of (i) eighty
percent (80%) of the amount of Eligible Accounts, plus (ii) one hundred percent
(100%) of the unrestricted Investment Cash, plus (iii) one hundred percent
(100%) of the face amount of all letters of credit issued to the Bank, as
beneficiary thereof, by such bank(s) and in such form as is acceptable to the
Bank in its sole discretion.

                  (b)      On or after April 1, 2005, the Borrowing Base shall
be the sum of (i) $3,000,000.00, plus (ii) eighty percent (80%) of the amount of
Eligible Accounts, plus (iii) one hundred percent (100%) of the unrestricted
Investment Cash, plus (iv) one hundred percent (100%) of the face amount of all
letters of credit issued to the Bank, as beneficiary thereof, by such bank(s)
and in such form as is acceptable to the Bank in its sole discretion.

2.       Change in the Interest Rate. On and after the Effective Date, the
Borrower shall pay interest on all loans at a rate determined for each calendar
month as follows: (i) so long as the Borrower maintains at least $15,000,000.00
on deposit with the Bank and its Affiliates at all times during such calendar
month, the Prime Rate plus one and one-half percent per annum (1.50% p.a.); (ii)
if the Borrower maintains less than $15,000,000.00 but at least $5,000,000.00 on
deposit with the Bank and its Affiliates at all times during such calendar
month, the Prime Rate plus two percent per annum (2.00% p.a.); and (iii) if at
any time during such month the Borrower maintains less than $5,000,000.00 on
deposit with the Bank and its Affiliates, the Prime Rate plus three percent per
annum (3.00% p.a.). In no event shall the Prime Rate be less than 4.00% per
annum for purposes of the Senior Loan Documents. Section 2 of Schedule 1 is
hereby amended accordingly.

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3.       Fees.

         3.1      The Facility Fee. The Borrower will pay the Bank a facility
fee on the Effective Date in the amount of $100,000.00 (the "Facility Fee"),
which Facility Fee shall be fully-earned and non-refundable upon payment.

         3.2      The Expedite Fee. The Borrower will pay the Bank an expedite
fee on the Effective Date in the amount of $50,000.00 (the "Expedite Fee"),
which Expedite Fee shall be fully-earned and non-refundable upon payment.

         3.3      Change to Unused Facility Fee. The existing Section 3.3 of
Schedule 1 is hereby deleted and a new Section 3.3 is hereby added to read in
full as follows:

                  "3.3 Unused Facility Fee. Borrower shall pay the Bank, payable
                  on the first day of each calendar quarter in arrears during
                  the term hereof, an Unused Facility Fee as follows: (i) so
                  long as Borrower has maintained at least Five Million Dollars
                  ($5,000,000.00) on deposit with the Bank and its Affiliates at
                  all times over the immediately preceding calendar quarter, an
                  Unused Facility Fee equal to the product of (a) 0.45%
                  multiplied by (b) an amount equal to the undrawn portion of
                  the Credit Limit over the immediately prior calendar quarter,
                  calculated on the basis of 360-day calendar year; and (ii) if
                  at any time during the immediately preceding calendar quarter
                  Borrower maintained less than Five Million Dollars
                  ($5,000,000.00) on deposit with the Bank and its Affiliates,
                  an Unused Facility Fee equal to the product of (a) 2.00%
                  multiplied by (b) an amount equal to the undrawn portion of
                  the Credit Limit over the immediately prior calendar quarter,
                  calculated on the basis of 360-day calendar year."

4.       Extension of the Maturity Date. The Maturity Date shall be extended to
June 30, 2005, and Section 4 of Schedule 1 is hereby amended accordingly.

5.       Change to Financial Covenants.

         5.1      Consolidated Revenues Covenant. The existing Section 5.1 of
Schedule 1 is hereby deleted and a new Section 5.1 is hereby added to read in
full as follows:

                  "5.1     Minimum Consolidated Revenues. Borrower shall
                  maintain minimum Consolidated Revenues on a rolling
                  three-month basis (the first such three-month period being
                  10/1/03 - 12/31/03), measured by the Bank each month
                  commencing on December 31, 2003, in the following amounts: (i)
                  $18,000,000.00 for each month through June 30, 2004; and (ii)
                  $18,500,000.00 for each month thereafter. For purposes of this
                  covenant, "Consolidated Revenues" shall mean the revenues of
                  Borrower

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                  and its subsidiaries as reported to the Bank on a consolidated
                  basis in Borrower's monthly financial statements."

         5.2      Minimum Americas Revenues. Borrower shall maintain minimum
Americas Revenues on a rolling three-month basis, measured by the Bank each
month commencing on the Effective Date, in an amount equal to $7,500,000 for
each month through the Maturity Date. For purposes of this covenant, "Americas
Revenues" shall mean the revenues generated by the Borrower.

         5.3      Going Concern Qualification. The Borrower shall cause its
external accountants to remove the "going concern" qualification issued in
December 2003 by no later than April 30, 2004.

6.       Designation of Senior Debt. The Borrower hereby designates the
indebtedness evidenced in the Senior Debt Facility as a "Designated Senior Debt"
under, and as such term is defined in, the Indenture and hereby agrees, as soon
as practicable, to notify the Trustee of such designation.

7.       Banking Relationship. The second sentence of Section 8.1 of Schedule 1
is hereby amended and restated as follows:

                  "Without limiting the generality of the foregoing,
                  Borrower shall at all times maintain unrestricted cash or
                  cash equivalents on deposit with the Bank in an amount
                  not less than (i) $5,000,000.00 for each month through
                  March 31, 2005; and (ii) $2,000,000.00 each month
                  thereafter until the Maturity Date."

8.       Reaffirmation of Obligations. The Borrower reaffirms to the Bank that,
as of the date hereof, the outstanding principal amount of all Loans under the
Senior Loan Documents (including the face amount of all Letters of Credit
outstanding under the Letter of Credit Sublimit) is $2,701,501.00. The Borrower
acknowledges that the Senior Loan Documents fully and accurately reflect and
constitute the valid and enforceable Obligations of the Borrower to the Bank,
and the Borrower remains fully obligated to perform all covenants thereunder and
has no defenses to or offsets against such Obligations.

9.       Conditions to Effectiveness. The following conditions must be satisfied
in full, or waived in writing by the Bank, before this Third Amendment shall be
effective and the Bank shall become obligated hereunder.

         9.1      Execution and Delivery of Documents. The Borrower shall have
executed and delivered to the Bank this Third Amendment, and the Bank shall have
received any and all other instruments and documents, fully executed and in form
and substance acceptable to the Bank, as are contemplated hereby or otherwise
reasonably requested by the Bank.

         9.2      Extension of Note Payment Date. The Borrower shall have
executed, and notified the Bank of the execution of, an agreement (in form and
substance acceptable to the Bank) with each of the Cheung Kong Investors
extending the Note Payment Date from April 1, 2005 to April 1, 2006.

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         9.3      Payment of Fees and Expenses. The Borrower shall have paid to
the Bank all fees due and owing under the Senior Loan Documents as amended
hereby (including but not limited to the Facility Fee), as well as a sum
sufficient to reimburse the Bank for all costs and expenses incurred by the Bank
in entering into this Third Amendment and any and all other documents and
instruments contemplated hereby or thereby (including but not limited to all
attorneys' fees and expenses.)

         9.4      Representations and Warranties; No Default. The
representations and warranties of the Borrower as set forth in the Senior Loan
Documents shall be true and correct in all material respects as of the date on
which this Third Amendment becomes effective, and no Event of Default shall have
occurred and be continuing as of such date without having been cured.

10.      Condition Subsequent. In the event that the Borrower fails to obtain
within 15 days after the Effective Date an acknowledgement from each of the
Investors, the Second Subordinated Creditors and the Third Subordinated
Creditors, in form and substance acceptable to the Bank, that the First
Subordination Agreement, the Second Subordination Agreement and the Third
Subordination Agreement, respectively, remain in full force and effect after the
Effective Date, this Third Amendment shall be of no further force or effect
whatsoever and the Senior Debt Facility shall be deemed to mature on October 31,
2004.

11.      Continued Full Force and Effect. Except to the extent expressly amended
hereby, all of the terms and provisions of the Senior Loan Documents shall
remain in full force and effect, and the lien in favor of the Bank in the
Collateral shall be and remain a fully perfected senior lien upon all of the
Collateral pursuant to the terms of the Senior Loan Documents, it being the
intent of the parties that nothing herein shall affect or impair the Bank's
rights or remedies under the Senior Loan Documents or its lien upon the
Collateral. Henceforth, the term "Loan Documents" shall be deemed to mean the
Senior Loan Documents as modified and supplemented by the terms of this Third
Amendment, and any default of the Borrower hereunder shall constitute an Event
of Default under the Senior Loan Documents.

12.      General Provisions.

         12.1     Choice of Law and Venue. This Third Amendment shall be
governed by and construed in accordance with the internal laws of the State of
California, without regard to principles of conflicts of law, and any action or
proceeding arising out of this Third Amendment shall be commenced in the
Superior Court of the State of California for the County of Santa Clara, or in
the District Court of the United States in the Northern District of California.

         12.2     WAIVER OF JURY TRIAL. EACH OF THE BORROWER, ON THE ONE HAND,
AND THE BANK, ON THE OTHER HAND, WAIVES ITS RIGHT TO A JURY TRIAL OF ANY CLAIM
OR CAUSE OF ACTION ARISING OUT OF OR BASED UPON THIS THIRD AMENDMENT, THE SENIOR
LOAN DOCUMENTS OR ANY CONTEMPLATED TRANSACTION, INCLUDING CONTRACT, TORT, BREACH
OF DUTY AND ALL OTHER CLAIMS. THIS WAIVER IS A MATERIAL INDUCEMENT FOR EACH OF
THE PARTIES TO ENTER INTO THIS THIRD AMENDMENT. EACH

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PARTY HAS REVIEWED THIS WAIVER WITH ITS COUNSEL AND UNDERSTANDS THE
RAMIFICATIONS THEREOF.

         12.3     Entire Agreement. This Third Amendment, along with the Loan
Agreement and the other Senior Loan Documents, together constitute the entire
agreement and understanding between the parties hereto with respect to the
transactions contemplated hereunder and thereunder and supersede all prior
negotiations, understandings and agreements between the parties with respect to
such transactions.

         12.4     Counterparts. This Third Amendment may be executed and
delivered in any number of counterparts, each of which shall be an original and
all of which together shall constitute one and the same agreement.

         12.5     Time of the Essence. Time is of the essence in the performance
by each party of its obligations hereunder and the satisfaction of all
conditions specified herein.

         IN WITNESS WHEREOF, each of the parties hereto has caused its duly
authorized representative to execute this Third Amendment as of the date first
set forth above.

BORROWER:                                    BANK:

CRITICAL PATH, INC.                          SILICON VALLEY BANK,
a California corporation                     a California-chartered bank

By: /s/ James A. Clark                       By: /s/ Brian Harrison
   ----------------------------                 -------------------------------
Name:  James A. Clark                           Name:  Brian Harrison
Title: EVP and CFO                              Title: Vice President

                                       7<PAGE>
                                                                EXHIBIT 10.60

                            FIRST AMENDMENT TO LEASE
        (Reduction of Term; Landlord Substitution and Termination Rights)

      THIS FIRST AMENDMENT TO LEASE (this "Amendment") is executed as of
November 17, 2003, between SRI HILLS PLAZA VENTURE, LLC, a Delaware limited
liability company ("Landlord"), and CRITICAL PATH, INC., a California
corporation ("Tenant").

                                    RECITALS

      A. Landlord, as landlord, and Tenant, as tenant, entered into that certain
Lease dated as of November 16, 2001 (the "Lease"), pursuant to which Tenant
leased from Landlord premises (the "Current Premises") on the 6th floor of the
building presently known as Hills Plaza Phase I, located at 345 Spear Street,
San Francisco, California (the "345 Spear Building"). The 345 Spear Building is
part of a combined office, retail and residential condominium project (the
"Project") located on the entire block of Spear Street between Harrison Street
and Folsom Street, in San Francisco, California, which also includes the
building presently known as Hills Plaza Phase II, located at 2 Harrison Street,
San Francisco, California (the "2 Harrison Building"). Capitalized terms not
otherwise defined herein shall have the meanings given them in the Lease.

      B. The term of the Lease is scheduled to expire on March 31, 2012.

      C. Landlord and Tenant desire to amend the Lease to (i) shorten the term
of the Lease, (ii) grant Landlord a right to terminate the Lease early, (iii)
grant Landlord a right to reduce and/or relocate the premises demised under the
Lease, (iv) delete Tenant's option to renew the term of the Lease, and (v)
modify the Lease in certain other respects, all upon and subject to the terms
and conditions set forth herein.

      NOW, THEREFORE, in consideration of the foregoing, the parties hereto
agree as follows:

      1. Reduction of Term. Subject to Paragraph 6 below, effective as of the
date hereof, the term of the Lease specified in Paragraph 2.b. of the Lease is
reduced by five (5) years and three (3) months. Accordingly, the Lease shall
expire on December 31, 2006. To reflect the reduction of the term of the Lease,
effective as of the date hereof, the Lease shall be amended as follows:

            a. All references to the "Expiration Date" in the Lease shall be
deemed to be references to December 31, 2006.

            b. Paragraph 2.b. is hereby amended by replacing "one hundred
twentieth (120th)" with "fifty-seventh (57th)".

            c. Paragraph 2.c. is hereby amended and restated in its entirety as
follows:

                  "c. Monthly Rent: From November 17, 2003 until December 31,
            2006, the respective sums set forth as follows:

                      Parcel A: $143,978.83
                      Parcel B: $57,000.00"

      2. Tenant's Option to Renew. Effective as of the date hereof, Paragraph 52
of the Lease is hereby deleted in its entirety.

            3. Letter of Credit.

            a. The Letter of Credit provided pursuant to Paragraph 6 of the
Lease is not, and has never been intended to be, a security deposit. It is
instead a more direct form of third party obligation where the issuer
substitutes its own creditworthiness for that of the Tenant with the issuer
having none of the defenses available to guarantors.

            b. Effective as of the date hereof, Paragraph 6.b. of the Lease is
hereby deleted in its entirety.

            c. If Landlord exercises the Substitution Right (as defined in
Paragraph 5.a. below), then so long as no Event of Default by Tenant under the
Lease has occurred and is continuing as of the Substitution Date (as defined in
Paragraph 5.b. below), and so long as no breach or default by Tenant under the
Lease which, with notice or the passage of time or both could ripen into an
Event of Default (an "Unmatured Default"), shall be continuing as of the
Substitution Date, the amount required under the Letter of Credit shall be
reduced as of the Substitution Date to equal twelve (12) month's worth of
Monthly Rent for the Substitute Premises (as defined in Paragraph 5.a. below) as
of the last twelve (12) months of the term of the Lease. If Tenant is entitled
to such reduction, Tenant may replace or amend the

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then existing Letter of Credit to reflect such reduced amount on or after the
Substitution Date. If Landlord disallows any such reduction by reason of an
Unmatured Default, and if Tenant cures the Unmatured Default prior to the same
becoming an Event of Default, Tenant shall be entitled to a reduction of the
Letter of Credit as set forth in this Paragraph as of the date that is five (5)
days after the date such Unmatured Default is cured.

            d. Notwithstanding anything contained herein to the contrary, the
amount of the Letter of Credit shall be reduced during the last twelve (12)
months of the term of the Lease (whether or not Landlord has exercised the
Substitution Right) at such times as reasonably agreed by Landlord and Tenant so
that the amount of the Letter of Credit does not exceed the remaining Monthly
Rent and Additional Rent (as estimated by Landlord pursuant to Paragraph 7 of
the Lease) payable by Tenant under the Lease.

      4. Term Reduction Payment. In consideration of Landlord's agreement to
shorten the term of the Lease pursuant to Paragraph 1 above and as a condition
to the effectiveness of this Amendment, Tenant shall pay to Landlord
concurrently with Tenant's execution of this Amendment the amount of Five
Hundred Thousand Dollars ($500,000.00) (the "Term Reduction Payment") in
immediately available funds of lawful money of the United States of America.

      5. Landlord's Substitution Right.

            a. Substitution Right. Effective as of the date hereof, Landlord
shall have the onetime right (the "Substitution Right") to (i) relocate Tenant
to another portion of the Project (a "Relocation") or (ii) reduce the size of
the Current Premises (a "Reduction"), on the terms and conditions set forth in
this Paragraph. Landlord may exercise the Substitution Right at any time during
the term of the Lease upon written notice to Tenant (the "Substitution Notice").
The Substitution Notice shall specify (i) in the event of a Relocation, the
premises to which Tenant shall be relocated or, in the event of a Reduction, the
reduced premises to be demised under the Lease (in either case, the "Substitute
Premises"), and the rentable square footage of the Substitute Premises (which
shall be determined by Landlord using the BOMA standard then in effect), (ii) in
the event of a Relocation, the date that Landlord anticipates delivering the
Substitute Premises to Tenant or, in the event of a Reduction, the effective
date of such Reduction, which date, in either case, shall be not less than
ninety (90) days nor more than one hundred twenty (120) days after the date of
the Substitution Notice, (iii) Landlord's determination of the fair market
rental rate for the Substitute Premises, and (iv) Tenant's Share under Paragraph
7 of the Lease with respect to the Substitute Premises. Tenant shall not be
entitled to recover any compensation, damages or any other amounts from Landlord
should Landlord exercise the Substitution Right.

            b. Condition of the Substitute Premises; Surrender of the Current
Premises.

                  i. The Substitute Premises shall be no less than 22,500
rentable square feet and no more than 27,500 rentable square feet. The
Substitute Premises may, at Landlord's option, consist of no more than two (2)
non-contiguous increments; provided, however, that such increments shall be
located on the same floor of the same building.

                  ii. In the case of a Reduction, the "Substitution Date" shall
mean the date specified in the Substitution Notice as the effective date of such
Reduction.

                  iii. In the case of a Relocation, the "Substitution Date"
shall mean the date on which Landlord shall deliver the Substitute Premises to
Tenant in the condition required pursuant to this Paragraph 5.b. The scheduled
Substitution Date shall be the date specified in the Substitution Notice.
However, if Landlord, for any reason whatsoever, cannot deliver possession of
the Substitute Premises to Tenant on or before such scheduled Substitution Date,
neither the Lease nor this Amendment shall be void or voidable, nor shall
Landlord be liable to Tenant for any loss or damage resulting therefrom, but (A)
the Substitution Date shall be delayed until the date Landlord delivers
possession of the Substitute Premises to Tenant and (B) Tenant shall be entitled
to an adjustment in Monthly Rent and Additional Rent provided in Paragraph
5.c.iii. below as if the Substitution Date had occurred and Tenant had been
relocated to the Substitute Premises as of the scheduled Substitution Date. No
delay in delivery of possession of the Substitute Premises shall operate to
extend the term of the Lease or amend Tenant's obligations under this Amendment
or the Lease.

                  iv. Tenant shall accept the Substitute Premises in its "as is"
state and condition on the Substitution Date and, except as otherwise set forth
in this Paragraph 5.b., Landlord shall have no obligation to make or pay for any
alterations, improvements or renovations in or to the Substitute Premises or to
otherwise prepare the Substitute Premises for Tenant's occupancy.
Notwithstanding the foregoing to the contrary, the Substitute Premises shall not
be shell space. Tenant shall, at Tenant's sole cost and expense, using Building
standard materials and finishes and subject to the terms, conditions and

                                      -2-
<PAGE>

approvals set forth in Paragraph 9 of the Lease, perform all work necessary to
separately demise the Substitute Premises and otherwise make the Substitute
Premises suitable for Tenant's occupancy.

                  v. In the case of a Relocation, Landlord represents and
warrants to Tenant that, as of the Substitution Date, the elevator, plumbing,
heating, electrical, security, life safety and power systems serving the
Substitute Premises shall be in good working order and condition, the Substitute
Premises shall be free of excessive noise and vibration and Landlord shall make
reasonable efforts to have the Substitute Premises free from excessive odors.

                  vi. On or before the Substitution Date, Tenant shall surrender
the Current Premises (or, in the case of a Reduction, those portions of the
Current Premises other than the Substitute Premises) to Landlord in the
condition required under the Lease as if the Substitution Date were the
Expiration Date of the Lease with respect to the Current Premises (or portion
thereof in the case of a Reduction). Tenant shall bear all expenses in moving
Tenant's furnishings, fixtures and equipment from the Current Premises to the
Substitute Premises.

            c. Terms and Conditions.

                  i. If Landlord exercises the Substitution Right, then Tenant's
lease of the Substitute Premises shall be on all of the terms and conditions set
forth in the Lease as applicable to the Current Premises, except that (A) Tenant
shall take the Substitute Premises in the condition set forth in Paragraph 5.b.
above, (B) the term of the Lease shall be modified as set forth in Paragraph
5.c.ii. below, (C) the Monthly Rent payable by Tenant for the Substitute
Premises shall be the then-fair market rent for the Substitute Premises as
determined pursuant to Paragraph 5.c.iii. below, (D) the Base Year for the
Substitute Premises shall be the calendar year in which the Substitution Date
occurs if the Substitution Date is before October 1 of such calendar year and
otherwise the Base Year shall be the following calendar year and the Base Tax
Year for the Substitute Premises shall be the fiscal tax year in which the
Substitution Date occurs if the Substitution Date is before April 1 of such
fiscal tax year and otherwise the Base Tax Year shall be the following fiscal
tax year, (E) Tenant's Share payable under Paragraph 7 of the Lease with respect
to the Substitute Premises shall be determined by dividing the rentable square
footage of the Substitute Premises as set forth on Landlord's Substitution
Notice by the rentable square footage of the 345 Spear Building or the 2
Harrison Building, as the case may be (which shall be determined by Landlord
using the BOMA standard then in effect), (F) the amount of the Letter of Credit
shall be reduced in accordance with Paragraph 3.c. above.

                  ii. If (A) the Substitution Date is on or before December 31,
2004 and (B) the Substitute Premises is located on the second (2nd) floor of the
2 Harrison Building, then the term of the Lease shall automatically be adjusted
to be a period of three (3) years following the Substitution Date. If (X) the
Substitution Date is on or before December 31, 2006 and (Y) the Substitute
Premises is located on any floor of the Project other than the second (2nd)
floor of the 2 Harrison Building, then the term of the Lease shall automatically
be extended for a period of five (5) years following the Substitution Date.

                  iii. The fair market rent for the Substitute Premises shall be
based upon the terms of the Lease, as extended. The term "fair market rent"
shall be as defined in Paragraph 52.b. of the Lease (which shall survive the
deletion of Paragraph 52 from the Lease pursuant to Paragraph 2 above for
purposes of reference herein thereto). The fair market rent shall be mutually
agreed upon by Landlord and Tenant in writing within the fifteen (15)-day
calendar period after Tenant's receipt of the Relocation Notice. If Landlord and
Tenant are unable to agree upon the fair market rent within such fifteen
(15)-day period, then the fair market rent shall be established by appraisal
procedures set forth in Paragraph 52.c. of the Lease (which shall survive the
deletion of Paragraph 52 from the Lease pursuant to Paragraph 2 above for
purposes of reference herein thereto).

                  iv. Notwithstanding anything contained this Paragraph 5.c. to
the contrary, in no event shall the Monthly Rent for the Substitute Premises be
less than (A) Twenty-Two Dollars ($22.00) per rentable square foot if the
Substitute Premises is located on the second (2nd) floor of the 2 Harrison
Building or (B) Twenty-Five Dollars ($25.00) per rentable square foot if the
Substitute Premises is located on any floor of the Project other than the second
(2nd) floor of the 2 Harrison Building.

            d. Amendment. Effective as of the Substitution Date, the term
"Premises" as used in the Lease shall mean the Substitute Premises, and Landlord
and Tenant shall execute an appropriate amendment to the Lease that (i)
describes the Substitute Premises and sets forth the Substitution Date, (ii)
sets forth the new Expiration Date of the Lease if extended pursuant to
Paragraph 3.c.ii. above, (iii) sets forth the Monthly Rent payable by Tenant
with respect to the Substitute Premises (as determined pursuant to Paragraph
5.c.iii. above) and Tenant's Share, the Base Year and the Base Tax Year with
respect to the Substitute Premises (each as determined pursuant to Paragraph
5.c.i. above) and (iv) sets forth the amount of the Letter of Credit if reduced
pursuant to Paragraph 3.c. above.

                                      -3-
<PAGE>

      6. Early Termination Right. Effective as of the date hereof, Landlord
shall have the right (the "Early Termination Right") exercisable at any time
upon ninety (90) days' prior written notice to Tenant (the "Early Termination
Notice") to terminate the Lease as of the date specified in the Early
Termination Notice (the "Early Termination Date"). Tenant shall not be entitled
to recover any compensation, damages or any other amounts from Landlord should
Landlord exercise the Early Termination Right. Tenant shall pay and perform all
obligations of Tenant in accordance with the Lease through the Early Termination
Date and shall surrender the Current Premises to Landlord in the condition
required under the Lease on the Early Termination Date as if the Early
Termination Date were the Expiration Date. Termination of the Lease on the Early
Termination Date pursuant to this Paragraph 6 shall not release Tenant from any
obligation or liability that arises under the Lease prior to the Early
Termination Date. Notwithstanding anything contained herein to the contrary, if
Landlord exercises the Substitution Right set forth in Paragraph 5 above, then
the Early Termination Right shall terminate and be of no further force or
effect.

      7. Inducement Payments.

            a. As an inducement to Landlord to exercise either the Substitution
Right or the Early Termination Right and in consideration of Landlord's
agreement to relocate (or reduce) the Current Premises or to terminate the Lease
early pursuant thereto, as the case may be, and thereby reduce the amount of
rent payable by Tenant under the Lease, Tenant hereby agrees to pay to Landlord
the amount of Five Hundred Thousand Dollars ($500,000.00) (the "Inducement
Payment") plus an additional payment (the "Additional Inducement Payment")
pursuant to the schedule set forth below:

<TABLE>
<CAPTION>
SUBSTITUTION DATE OR EARLY TERMINATION DATE                 ADDITIONAL INDUCEMENT PAYMENT
-------------------------------------------                 -----------------------------
<S>                                                         <C>
January 1, 2004 - June 30, 2004                             $1,500,000.00
July 1, 2004 - December 31, 2004                            $1,000,000.00
January 1, 2005 - June 30, 2005                             $750,000.00
July 1, 2005 - December 31, 2005                            $500,000.00
January 1, 2006 - June 30, 2006                             $250,000.00
On or after July 1, 2006                                    $0
</TABLE>

            b. Both the Inducement Payment and the Additional Inducement Payment
shall be paid by Tenant in immediately available funds of lawful money of the
United States of America on or before the date that is thirty (30) days prior to
the Early Termination Date or the scheduled Substitution Date, as the case may
be. If Landlord does not exercise its right under Paragraph 7.d. below, the
Inducement Payment and the Additional Inducement Payment shall constitute
additional rent payable by Tenant under the Lease. Notwithstanding anything
contained in the Lease to the contrary, if Tenant fails to pay any portion of
either the Inducement Payment or the Additional Inducement Payment when due,
then, notwithstanding anything contained herein to the contrary, then, at
Landlord's option exercised by written notice to Tenant within ten (10) days
after such payment was due, the Substitution Notice or the Early Termination
Notice, as the case may be, shall be void and of no further force or effect. If
Landlord does not exercise its right to void the Substitution Notice or the
Early Termination Notice, as the case may be, pursuant to the preceding
sentence, then the Substitution Notice or the Early Termination Notice, as the
case may be, shall remain in full force and effect and Landlord shall have the
right to pursue all remedies available to Landlord under the Lease for the
collection of rent.

            c. Notwithstanding anything contained in this Paragraph 5 to the
contrary, if the Substitution Date or the Early Termination Date, as the case
may be, is after September 30, 2006, then the Inducement Payment (but not the
Additional Inducement Payment) shall be applied by Landlord on account of
Tenant's remaining rental obligations under the Lease in the order that such
rental obligations for Monthly Rent and Additional Rent become next due.

            d. Landlord shall have the right to require that Tenant pay all or
any portion of the Inducement Payment and/or the Additional Inducement Payment
directly to a replacement Tenant of the Current Premises for use as a tenant
improvement allowance or to an account to be used by Landlord to perform
improvements to the Project and/or the Current Premises, in either case on such
terms and conditions as Landlord, in its sole and absolute discretion, shall
designate in the Substitution Notice or the Early Termination Notice, as the
case may be, or otherwise designate in writing to Tenant prior to Tenant's
payment of the applicable amount.

                                      -4-
<PAGE>

      8. Revival of Tenant's Obligations.

            a. If by November 1, 2004, (i) Tenant is Solvent (as defined below),
(ii) Tenant is publicly traded on NASDAQ or another public stock exchange, (iii)
no Reorganizational Activity (as defined below) has occurred and (iv) Landlord
has not exercised either the Substitution Right or the Early Termination Right,
then, at Landlord's option, this Amendment shall be void and of no further force
or effect and, accordingly, the full ten (10) year term of the Lease shall be
reinstated and all of the terms and conditions thereof shall apply (including,
without limitation, Tenant's renewal option under Paragraph 52 thereof) and the
Expiration Date under the Lease shall be March 31, 2012; provided, however, that
notwithstanding the foregoing, Landlord shall be entitled to retain the Term
Reduction Payment.

            b. As used herein, "Solvent" shall mean (i) the total assets of
Tenant which would be shown as assets on a balance sheet of Tenant as of the
close of Tenant's most recent fiscal quarter (i.e., September 30, 2004),
prepared in accordance with generally accepted accounting principles in effect
in the United States ("GAAP"), are greater than (ii) the total liabilities of
Tenant which would be shown as liabilities on such balance sheet of Tenant
prepared in accordance with GAAP. If Tenant is a publicly traded entity at the
time, it shall deliver its most recent publicly available financial statements
provided that such financial statements were filed with the appropriate public
regulatory agency on or before the applicable due date for such financial
statements.

            c. As used herein, "Reorganizational Activity" shall mean any of the
following that occurs after the date of this Amendment:

                  i. Tenant shall have an order for relief entered with respect
to it in a case under the Bankruptcy Code;

                  ii. Raising private or public equity or debt financing of
Seven Million Five Hundred Thousand Dollars ($7,500,000.00) or more;

                  iii. Selling material assets (not including sales by Tenant in
the ordinary course of Tenant's business) for an aggregate amount of Five
Million Dollars ($5,000,000) or more;

                  iv. Restructuring of space lease obligations of Tenant (other
than the Lease) with a total savings of the lesser of (A) Two Million Dollars
($2,000,000.00) in the aggregate or (B) Five Hundred Thousand Dollars
($500,000.00) per year; or

                  v. Terminating the employment of twenty percent (20%) or more
of Tenant's permanent full-time workforce in the United States (i.e., exclusive
of any temporary employees or employees that work less than thirty-five (35)
hours per week). As of the date hereof, Tenant represents and warrants that it
has one hundred forty-nine (149) permanent full-time employees in the United
States.

      9. Landlord's Right of First Negotiation. Tenant shall not lease, agree to
lease or offer to lease any space in an office building in the City and County
of San Francisco, California (the "City"), without first offering to lease the
same amount of space from Landlord in accordance with the provisions of this
Paragraph 9. Prior to Tenant offering or agreeing to lease any space from any
landlord other than Landlord, Tenant shall deliver to Landlord an offer in
writing to lease space from Landlord or an affiliate of Landlord (the "Offer
Notice"), which Offer Notice shall set forth the amount of space Tenant
requires. Landlord shall have thirty (30) days following Landlord's receipt of
the Offer Notice (the "Election Period") to notify Tenant in writing of
Landlord's election to open negotiations with Tenant for the lease of space at
the Project or any other property in the City owned or operated by Landlord or
an affiliate of Landlord (an "Election Notice"). The Election Notice shall
identify the space that Landlord (or the affiliate of Landlord, as the case may
be) offers to lease to Tenant (the "Offer Space") and the rental rate at which
the Offer Space is offered. If Landlord delivers an Election Notice to Tenant
prior to the end of the Election Period, Landlord and Tenant shall negotiate in
good faith for a period of thirty (30) days to attempt to reach an agreement
satisfactory to both parties for the lease by Tenant of the Offer Space from
Landlord or an affiliate of Landlord, as the case may be (the "Negotiation
Period"). Tenant shall not lease, agree to lease or offer to lease any space in
an office building in the City during the Negotiation Period. This Paragraph 9
shall survive the expiration or earlier termination of the Lease and shall
terminate on March 31, 2012; provided, however, if Landlord exercises the Early
Termination Right pursuant to Paragraph 6 above, Landlord's Right of First
Negotiation pursuant to this Paragraph 9 shall terminate and be of no further
force or effect.

      10. Bankruptcy Matters. In consideration of Landlord's agreement to
shorten the term of the Lease pursuant to Paragraph 1 above, and the
opportunities Tenant will have due to such reduction in the term of the Lease to
resolve its financial difficulties, and because this Amendment is intended to be
an alternative to the commencement of a case under the Bankruptcy Code by or
with respect to Tenant, in order that Landlord may receive the benefits for
which it has negotiated, Tenant agrees that if such a case

                                      -5-
<PAGE>

is commenced by or against it, Tenant will not assert or request any other party
to assert that the automatic stay (the "Automatic Stay") provided by Section
362(a) of the Bankruptcy Code shall operate or be interpreted to stay, modify,
preempt, condition, reduce, or limit the ability of Landlord to (a) void a
previously sent Substitution Notice or the Early Termination Notice in
accordance with Paragraph 7.b. above or (b) exercise the Substitution Right or
the Early Termination Right pursuant to Paragraphs 5 and 6 above, respectively.
Specifically, without limiting the generality of the foregoing, in the event of
the commencement of any such case, Tenant agrees that sufficient cause exists
for the bankruptcy court having jurisdiction over such case to grant Landlord
relief from the Automatic Stay for the purposes specified in the preceding
sentence. Tenant irrevocably consents and waives any right to object, and
Landlord shall be entitled, to an order granting relief from the Automatic Stay
and any and all other stays, and equitable relief under Section 105 of the
Bankruptcy Code, any other applicable law or equity, so as to permit Landlord to
exercise such specified rights.

      11. Brokers. Landlord and Tenant each represents and warrants to the other
that such party has negotiated this Amendment directly with Shorenstein
Management, Inc., a California corporation (the "Broker") and has not authorized
or employed, or acted by implication to authorize or to employ, any other real
estate broker or salesperson to act for such party in connection with this
Amendment. Each party shall hold the other harmless from and indemnify and
defend the other against any and all claims by any real estate broker or
salesperson other than the Broker for a commission, finder's fee or other
compensation as a result of the inaccuracy of such party's representation above.

      12. Landlord's Attorneys' Fees. Prior to or concurrently with Tenant's
execution and delivery of this Amendment, Tenant shall pay to Landlord the
amount of Ten Thousand Dollars ($10,000.00) to reimburse Landlord for a portion
of Landlord's attorneys' fees in connection with this Amendment. Tenant's
failure to pay the foregoing attorneys' fees when due pursuant to the foregoing
shall constitute a default under the Lease, and at Landlord's option, shall also
serve to revoke and void this Amendment.

      13. Authority. If Tenant is a corporation, Tenant and each person
executing this Amendment on behalf of Tenant, hereby covenants and warrants that
(a) Tenant is duly incorporated or otherwise established or formed and validly
existing under the laws of its state of incorporation, (b) Tenant has and is
duly qualified to do business in the State of California, (c) Tenant has full
corporate power and authority to enter into this Amendment and to perform all of
Tenant's obligations under the Lease, as amended by this Amendment, and (d) each
person (and all of the persons if more than one signs) signing this Amendment on
behalf of Tenant is duly and validly authorized to do so.

      14. Lease in Full Force and Effect. Except as provided above, the Lease is
unmodified hereby and remains in full force and effect.

      15. No Offer. Submission of this instrument for examination and signature
by Tenant does not constitute an offer to lease or a reservation of or option
for lease, and is not effective as a lease amendment or otherwise until
execution and delivery by both Landlord and Tenant.

                                      -6-
<PAGE>

      IN WITNESS WHEREOF, the parties hereto have executed this Amendment as of
the date and year first above written.

Landlord:                                Tenant:

SRI HILLS PLAZA VENTURE, LLC,            CRITICAL PATH, INC., a California
a Delaware limited liability company     corporation

                                         By: /S/ MICHAEL J. ZUKERMAN
By: /S/ JAMES A. PIERRE                      -----------------------------------
    -----------------------------------  Name: Michael J. Zukerman
Name: James A. Pierre                          ---------------------------------
      ---------------------------------  Title: Senior Vice President and
Title: Vice President                            General Counsel
       --------------------------------         --------------------------------

                                      -7-

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