Document:

<PAGE>

                                                                   EXHIBIT 10.30

                         PLEDGE AND SECURITY AGREEMENT
                         -----------------------------

     This Pledge and Security Agreement (the "Agreement") is entered into this
                                              ---------
14th day of January, 2000, by and between Pointshare Corporation, a Delaware
corporation (the "Company") and Tim Kilgallon ("Purchaser").
                  -------                       ---------

                                   RECITALS
                                   --------

     In connection with Purchaser's exercise of an option to purchase certain
shares of the Company's Common Stock (the "Shares") pursuant to Option
                                           ------
Agreements dated June 29, 1999 and December 14, 1999 between Purchaser and the
Company, Purchaser is delivering a promissory note of even date herewith (the

"Note") in full or partial payment of the exercise price for the Shares. The
-----
Company requires that the Note be secured by a pledge of the Shares or the terms
set forth below,

                                   AGREEMENT
                                   ---------

      In consideration of the Company's acceptance of the Note as full or
partial payment of the exercise price of the Shares, and for other good and
valuable consideration, the receipt of which is hereby acknowledged, the parties
hereto agree as follows:

     1.     The Note shall become payable in full upon:

            (a)    the voluntary or involuntary termination or cessation of
employment of Purchaser with the Company, for any reason, with or without cause
(including death or disability); or

            (b)    the transfer or sale of all or any portion of the Shares.

     2.     Purchaser shall deliver to the Secretary of the Company, or his or
her designee (hereinafter referred to as the "Pledge Holder"), all certificates
                                              -------------
representing the Shares, together with an Assignment Separate from Certificate
in the form attached to this Agreement as Attachment A executed by Purchaser and
                                          ------------
by Purchaser's spouse (if required for transfer), in blank, for use in
transferring all or a portion of the Shares to the Company if, as and when
required pursuant to this Agreement. In addition, if Purchaser is married,
Purchaser's spouse shall execute the signature page attached to this Agreement.

     3.     As security for the payment of the Note and any renewal, extension
or modification of the Note, Purchaser hereby grants to the Company a security
interest in and pledges with and delivers to the Company Purchaser's Shares
(sometimes referred to herein as the "Collateral").
                                      ----------

     4.     In the event that Purchaser prepays all or a portion of the Note, in
accordance with the provisions thereof, Purchaser intends, unless written notice
to the contrary is delivered to the Pledge Holder, that the Shares represented
by the portion of the Note so repaid, including annual
<PAGE>

interest thereon, shall continue to be so held by the Pledge Holder, to serve as
independent collateral for the outstanding portion of the Note for the purpose
of commencing the holding period set forth in Rule 144(d) promulgated under the
Securities Act of 1933, as amended (the "Securities Act").
                                         --------------

     5.  In the event of any foreclosure of the security interest created by
this Agreement, the Company may sell the Shares at a private sale or may
repurchase the Shares itself. The parties agree that, prior to the establishment
of a public market for the Shares of the Company, the securities laws affecting
sale of the Shares make a public sale of the Shares commercially unreasonable.
The parties further agree that the repurchasing of such Shares by the Company,
or by any person to whom the Company may have assigned its rights under this
Agreement, is commercially reasonable if made at a price determined by the Board
of Directors in its discretion, fairly exercised, representing what would be the
Fair Market Value of the Shares reduced by any limitation on transferability,
whether due to the size of the block of shares or the restrictions of applicable
securities laws.

     6.  In the event of default in payment when due of any indebtedness
under the Note, the Company may elect then, or at any time thereafter, to
exercise all rights available to a secured party under the Washington Uniform
Commercial Code including the right to sell the Collateral at a private or
public sale or repurchase the Shares as provided above. The proceeds of any sale
shall be applied in the following order:

         (a)  To the extent necessary, proceeds shall be used to pay all
reasonable expenses of the Company in enforcing this Agreement and the Note,
including, without limitation, reasonable attorney's fees and legal expenses
incurred by the Company,

         (b)  To the extent necessary, proceeds shall be used to satisfy
any remaining indebtedness under Purchaser's Note.

         (c)  Any remaining proceeds shall be delivered to Purchaser.

     7.  Upon full payment by Purchaser of all mounts due under the Note,
Pledge Holder shall deliver to Purchaser all Shares in Pledge Holder's
possession belonging to Purchaser, and Pledge Holder shall thereupon be
discharged of all further obligations under this Agreement; provided, however,
                                                            --------  -------
that Pledge Holder shall nevertheless retain the Shares as escrow agent if at
the time of full payment by Purchaser said Shares are still subject to a
Repurchase Option in favor of the Company.

                            [Signature Page Follows]

                                      -2-
<PAGE>

     The parties have executed this Pledge and Security Agreement as of the date
first set forth above.

                              COMPANY:

                              POINTSHARE CORPORATION

                              By:   /s/ Kirk A. Collamer
                                    --------------------

                              Name: Kirk A. Collamer
                                    --------------------
                                       (print)
                              Title:   EXEC. V.P. + CFO
                                       -----------------

                              Address:1300 - 114th Avenue SE, Suite 100
                                      Bellevue, WA 98004

                              TIMOTHY J. KILGALLON:

                              /s/ Timothy J. Kilgallon
                              ------------------------
                                  Timothy J. Kilgallon

                              Address:--------------------

                                      --------------------

<PAGE>

                                  Attachment A
                                  ------------

                      ASSIGNMENT SEPARATE FROM CERTIFICATE
                      ------------------------------------

     FOR VALUE RECEIVED and pursuant to that certain Pledge and Security
Agreement between the undersigned ("Purchaser") and Pointshare Corporation (the
                                    ---------
"Company") dated January 14, 2000 (the "Agreement"), Purchaser hereby sells,
 -------                                ---------
assigns and transfers unto the Company one million shares (1,000,000) shares of
the Common Stock of the Company, standing in Purchaser's name on the books of
the Company and represented by Certificate No.  , and hereby irrevocably
appoints            to transfer said stock on the books of the Company with full
power of substitution in the premises. THIS ASSIGNMENT MAY ONLY BE USED AS
AUTHORIZED BY THE AGREEMENT.

Dated:

                                   Signature:

                                   /s/ Timothy J. Kilgallon
                                   ------------------------
                                   Timothy J. Kilgallon

                                   /s/ Irene Kilgallon
                                   -------------------
                                   Spouse of Optionee (if applicable)

Instruction: Please do not fill in any blanks other than the signature line. The
purpose of this assignment is to perfect the security interest of the Company
pursuant to the Agreement<PAGE>

                                                                   Exhibit 10.31

                            SECURED PROMISSORY NOTE
                            -----------------------

$100,000.00                                                 Bellevue, Washington
                                                                December 2, 1999

     FOR VALUE RECEIVED, Kelly R. Jorgensen ("Borrower") promises to pay to
                                              --------
Pointshare Corporation, a Delaware corporation (the "Company"), the principal
                                                     -------
sum of One Hundred Thousand Dollars ($100,000.00), together with interest on the
unpaid principal hereof from the date hereof at the rate of 6.0% per annum,
compounded annually.

     All principal and accrued interest (if any) shall be due and payable in
full on the earliest of (a) November 30, 2001, (b) in the event of any default
under the Loan Agreement (as defined below) or (c) the date of any sale,
conveyance, assignment, alienation or any other form of transfer of the Stock
(as defined below). Payments of principal and interest shall be made in lawful
money of the United States of America and shall be credited first to the accrued
interest, with the remainder applied to principal.

     Borrower may at any time prepay all or any portion of the principal or
interest owing hereunder.

     This Note is subject to the terms of a Secured Loan Agreement, dated as of
December 2, 1999 by and between the Company and Borrower (the "Loan Agreement")
                                                               --------------
and is subject to all the provisions thereof, and is secured by a pledge of
Common Stock of the Company under the terms of a Security Agreement dated
December 2, 1999 (the "Security Agreement") and is subject to all the
                       ------------------
provisions thereof.

     Should any action be instituted for the collection of this Note, the
reasonable costs and attorneys' fees therein of the holder shall be paid by
Borrower.

     The holder of this Note shall have full recourse against Borrower, and
shall not be required to proceed against the collateral securing this Note in
the event of default.

                                    /s/ Kelly R. Jorgensen
                                    ----------------------
                                        Kelly R. Jorgensen

Source: [{"source": "alea-institute/alea-institute/kl3m-data-edgar-agreements/train-00004-of-00352.parquet"}, [{"source": "alea-institute/alea-institute/kl3m-data-edgar-agreements/train-00004-of-00352.parquet"}]]