Document:

EXHIBIT 4.1

                 FIFTH AMENDMENT TO LOAN AND SECURITY AGREEMENT

     THIS FIFTH AMENDMENT TO LOAN AND SECURITY AGREEMENT (herein called this
"Amendment") made as of the 15th day of September, 2005 by and between Comerica
Bank ("Bank") and Citadel Security Software Inc., a Delaware corporation
("Borrower").

                                    RECITALS

     1.     Borrower and Bank have entered into that certain Loan and Security
Agreement dated as of April 15, 2004 (as from time to time amended, modified or
supplemented, the "Original Agreement") for the purposes and consideration
therein expressed, pursuant to which Bank made loans to Borrower as therein
provided.

     2.     Borrower and Bank desire to amend the Original Agreement for the
purposes contained herein.

     3.     In consideration of the premises and the mutual covenants and
agreements contained herein and in the Original Agreement, in consideration of
the loans that may hereafter be made by Bank to Borrower, and for other good and
valuable consideration, the receipt and sufficiency of which are hereby
acknowledged, the parties agree as follows:

                                    ARTICLE I

                           Definitions and References
                           --------------------------

     Sec. 1.1.  Terms Defined in the Original Agreement.  Unless the context
                ---------------------------------------
otherwise requires or unless otherwise expressly defined herein, the terms
defined in the Original Agreement shall have the same meanings whenever used in
this Amendment.

     Sec. 1.2.  Other Defined Terms.  Unless the context otherwise requires, the
                -------------------
following terms when used in this Amendment shall have the meanings assigned to
them in this Section 1.2.

          "Amendment" means this Fifth Amendment to Loan and Security Agreement.

          "Loan and Security Agreement" means the Original Agreement as amended
     hereby.

                                   ARTICLE II

                        Amendment to Original Agreement

<PAGE>
     Sec. 2.1.  Definitions.  The following definitions of "Borrowing Base,"
                -----------
"Committed Revolving Line," and "Revolving Maturity Date" are hereby added to
Exhibit A to the Original Agreement in the correct alphabetical order:

          "Borrowing Base" means an amount equal to 80% of Eligible Accounts, as
     determined by Bank with reference to the most recent Borrowing Base
     Certificate delivered by Borrower.

          "Committed Revolving Line" means a Credit Extension of up to $750,000.

          "Revolving Maturity Date" means the earlier to occur of (i) September
     30, 2005 and (ii) the closing date of the issuance by Borrower of
     additional equity before September 30, 2005.

     The definition of "Eligible Accounts" in Exhibit A to the original
Agreement is hereby amended in its entirety to read as follows:

          "Eligible Accounts" means those Accounts that arise in the ordinary
     course of Borrower's business that comply with all of Borrower's
     representations and warranties to Bank set forth in Section 5.3; provided,
     that Bank may change the standards of eligibility by giving Borrower 30
     days prior written notice, and Bank and Borrower may renegotiate the
     standards of eligibility from time to time. Unless otherwise agreed to by
     Bank, Eligible Accounts shall not include the following:

          (a)     Accounts that the account debtor has failed to pay in full
     within 90 days of invoice date;

          (b)     Accounts with respect to an account debtor, 25% of whose
     Accounts the account debtor has failed to pay within 90 days of invoice
     date;

          (c)     Accounts with respect to which the account debtor is an
     officer, employee, or agent of Borrower;

          (d)     All present and future rights of Borrower to payment from any
     credit card issuer, credit card processor or other third party arising from
     sales of goods or rendition of services to customers who have purchased
     such goods or services using a debit or credit card;

          (e)     Accounts with respect to which goods are placed on
     consignment, guaranteed sale, sale or return, sale on approval, bill and
     hold, demo or promotional, or other terms by reason of which the payment by
     the account debtor may be conditional;

          (f)     Accounts with respect to which the account debtor is an
     Affiliate of Borrower;

<PAGE>
          (g)     Accounts with respect to which the account debtor does not
     have its principal place of business in the United States, except for
     Eligible Foreign Accounts;

          (h)     Accounts with respect to which the account debtor is the
     United States or any department, agency, or instrumentality of the United
     States, except for Accounts of the United States if the payee has assigned
     its payment rights to Bank and the assignment has been acknowledged under
     the Assignment of Claims Act of 1940 (31 U.S.C. 3727);

          (i)     Accounts with respect to which Borrower is liable to the
     account debtor for goods sold or services rendered by the account debtor to
     Borrower, but only to the extent of any amounts owing to the account debtor
     against amounts owed to Borrower;

          (j)     Accounts that have not yet been billed to the account debtor;

          (k)     Accounts with respect to an account debtor, including
     Subsidiaries and Affiliates, whose total obligations to Borrower exceed 50%
     of all Accounts, to the extent such obligations exceed the aforementioned
     percentage, except as approved in writing by Bank;

          (l)     Accounts with respect to which the account debtor disputes
     liability or makes any claim with respect thereto as to which Bank
     believes, in its sole discretion, that there may be a basis for dispute
     (but only to the extent of the amount subject to such dispute or claim), or
     is subject to any Insolvency Proceeding, or becomes insolvent, or goes out
     of business; and

          (m)     Accounts the collection of which Bank reasonably determines
     after inquiry and consultation with Borrower to be doubtful.

     Sec. 2.2.  Revolving Advances.  Section 2.1(b) of the Original Agreement is
                ------------------
hereby amended in its entirety to read as follows:

          (b)     Revolving Advances.
                  ------------------

               (i)     Amount.  Subject to and upon the terms and conditions of
                       ------
          this Agreement Borrower may request Advances. The aggregate
          outstanding amount of Advances shall not exceed the full amount of the
          Committed Revolving Line; provided that the aggregate outstanding
          amount of Advances may not, at any time, exceed the lesser of (A) the
          Committed Revolving Line or (B) the Borrowing Base. Amounts borrowed
          pursuant to this Section 2.1(b) may be repaid and reborrowed at any
          time prior to the Revolving Maturity Date, at which time all Advances
          under this Section 2.1(b) shall be immediately due and payable.
          Borrower may prepay any Advances without penalty or premium.

               (ii)     Form of Request.  Whenever Borrower desires an Advance,
                        ---------------
          Borrower will notify Bank by facsimile transmission or telephone no
          later than

<PAGE>
          3:00 p.m. Pacific time, on the Business Day that the Advance is to be
          made. Each such notification shall be promptly confirmed by a
          Payment/Advance Form in substantially the form of Exhibit C. Bank is
          authorized to make Advances under this Agreement, based upon
          instructions received from a Responsible Officer or a designee of a
          Responsible Officer, or without instructions if in Bank's discretion
          such Advances are necessary to meet Obligations which have become due
          and remain unpaid. Bank shall be entitled to rely on any telephonic
          notice given by a person who Bank reasonably believes to be a
          Responsible Officer or a designee thereof, and Borrower shall
          indemnify and hold Bank harmless for any damages or loss suffered by
          Bank as a result of such reliance. Bank will credit the amount of
          Advances made under this Section 2.1(b) to Borrower's deposit account.

     Sec. 2.3.  Overadvances.  Section 2.2 of the Original Agreement is hereby
                ------------
amended in its entirety to read as follows:

          Sec. 2.2.  Overadvances.  If the aggregate amount of the outstanding
                     ------------
     Advances exceeds the lesser of the Committed Revolving Line or the
     Borrowing Base at any time, Borrower shall immediately pay to Bank, in
     cash, the amount of such excess.

     Sec. 2.4.  Interest Rates.  Section 2.3(a)(i) of the Original Agreement is
                --------------
hereby amended in its entirety to read as follows:

               (i)     Advances.  Except as set forth in Section 2.3(b), the
                       --------
          Advances shall bear interest, on the outstanding daily balance
          thereof, at a variable rate equal to 1.75% above the Prime Rate.

     Sec.2.5  Fees.  Section 2.5 is hereby amended by adding the following
              ----
clause (b) thereto:

               (b)     Commitment Fees.  In consideration of Bank's commitment
                       ---------------
          to make Advances, Borrower will pay to Bank a commitment fee
          determined on a daily basis by applying a rate of one-quarter of one
          percent (0.25%) per annum to the unused portion of the Borrowing Base
          on each day until the Revolving Maturity Date determined for each such
          day by deducting from the Borrowing Base at the end of such day the
          outstanding amount of the Advances. The commitment fee shall be due
          and payable in arrears on the last day of each calendar quarter and on
          the Revolving Maturity Date.

     Sec. 2.6.  Exhibits.  Exhibit D to the Original Agreement is hereby amended
                --------
in its entirety to read as set forth in Exhibit D attached hereto.

                                   ARTICLE III

                           Conditions of Effectiveness
                           ---------------------------

<PAGE>
     Sec. 3.1.  Effective Date.  This Amendment is effective as of the date
                --------------
first above written if and only if Bank has received, at Bank's office:

     (a)  a duly executed original of this Amendment;

     (b)  a facility fee in the amount of $5,000, in good and immediately
          available funds; and

     (c)  a Warrant to purchase 25,000 shares of Borrower's Common Stock at an
          exercise price of $1.56 per share on Bank's form with a 7-year
          maturity, inclusive of certain provisions to include but not be
          limited to, assignability to Bank's affiliates and a net exercise
          provision.

                                   ARTICLE IV

                         Representations and Warranties
                         ------------------------------

     Sec. 4.1.  Representations and Warranties of Borrower.  In order to induce
                ------------------------------------------
Bank to enter into this Amendment, Borrower represents and warrants that:

          (a)     The representations and warranties contained in Section 5 of
     the Original Agreement are true and correct at and as of the time of the
     effectiveness hereof.

          (b)     Borrower is duly authorized to execute and deliver this
     Amendment and is and will continue to be duly authorized to borrow and to
     perform its obligations under the Loan and Security Agreement. Borrower has
     duly taken all corporate action necessary to authorize the execution and
     delivery of this Amendment and to authorize the performance of the
     obligations of Borrower hereunder.

          (c)     The execution and delivery by Borrower of this Amendment, the
     performance by Borrower of its obligations hereunder and the consummation
     of the transactions contemplated hereby do not and will not conflict with
     any provision of law, statute, rule or regulation or of the articles of
     incorporation and bylaws of Borrower, or of any material agreement,
     judgment, license, order or permit applicable to or binding upon Borrower,
     or result in the creation of any lien, charge or encumbrance upon any
     assets or properties of Borrower. Except for those which have been duly
     obtained, no consent, approval, authorization or order of any court or
     governmental authority or third party is required in connection with the
     execution and delivery by Borrower of this Amendment or to consummate the
     transactions contemplated hereby.

          (d)     When duly executed and delivered, each of this Amendment and
     the Loan and Security Agreement will be a legal and binding instrument and
     agreement of Borrower, enforceable in accordance with its terms, except as
     limited by bankruptcy, insolvency and

<PAGE>
     similar laws applying to creditors" rights generally and by principles of
     equity applying to creditors" rights generally.

<PAGE>
                                    ARTICLE V

                                  Miscellaneous
                                  -------------

     Sec. 5.1.  Ratification of Agreements.  The Original Agreement as hereby
                --------------------------
amended is hereby ratified and confirmed in all respects. Any reference to the
Loan and Security Agreement in any Loan Document is now a reference to the
Original Agreement as hereby amended.  The execution, delivery and effectiveness
of this Amendment does not, except as expressly provided herein, operate as a
waiver of any right, power or remedy of Bank under the Loan and Security
Agreement or any other Loan Document, or constitute a waiver of any provision of
the Loan and Security Agreement or any other Loan Document.

     Sec. 5.2.  Survival of Agreements.  All representations, warranties,
                ----------------------
covenants and agreements of Borrower in this Amendment survive the execution and
delivery of this Amendment and the performance hereof, including without
limitation the making or granting of the Credit Extensions, and will survive
until all of the Obligations are paid in full.  All statements and agreements
contained in any certificate or instrument delivered by Borrower under this
Amendment or under the Loan and Security Agreement to Bank constitute
representations and warranties by, or agreements and covenants of, Borrower
under this Amendment and under the Loan and Security Agreement.

     Sec. 5.3.  Loan Documents.  This Amendment is a Loan Document, and all
                --------------
provisions in the Loan and Security Agreement pertaining to Loan Documents apply
hereto.

     Sec. 5.4.  Governing Law.  This Amendment is governed by and construed in
                -------------
accordance with the laws of the State of California and any applicable laws of
the United States of America in all respects, including construction, validity
and performance.

     Sec. 5.5.  Counterparts.  This Amendment may be separately executed in
                ------------
counterparts and by the different parties hereto in separate counterparts, each
of which when so executed constitutes one and the same Amendment.

     THIS  AMENDMENT  AND THE OTHER LOAN DOCUMENTS REPRESENT THE FINAL AGREEMENT
BETWEEN  THE  PARTIES  AND  MAY  NOT  BE  CONTRADICTED  BY  EVIDENCE  OF  PRIOR,
CONTEMPORANEOUS,  OR  SUBSEQUENT  ORAL  AGREEMENTS OF THE PARTIES.  THERE ARE NO
UNWRITTEN  ORAL  AGREEMENTS  OF  THE  PARTIES.

                  [REMAINDER OF PAGE INTENTIONALLY LEFT BLANK]

<PAGE>
     IN WITNESS WHEREOF, this Amendment is executed as of the date first above
written.

                                                CITADEL SECURITY SOFTWARE, INC.

                                                By:  /s/ Steven B. Solomon
                                                   -----------------------------
                                                   Name:  Steven B. Solomon
                                                   Title: CEO

                                                COMERICA BANK

                                                By:  /s/ David Whiting
                                                   -----------------------------
                                                   Name:  David Whiting
                                                   Title: SVP

<PAGE>
                                    EXHIBIT D

BORROWING BASE CERTIFICATE

--------------------------------------------------------------------------------
Borrower:  CITADEL SECURITY SOFTWARE INC.                Lender:  Comerica Bank

Commitment Amount:  $750,000
--------------------------------------------------------------------------------

<TABLE>
<CAPTION>
ACCOUNTS RECEIVABLE
<S>                                                                                   <C>          <C>
     1.     Accounts Receivable Book Value as of                                      $
                                                                                      -----------
     2.     Additions (please explain on reverse)
                                                                                      -----------
     3.     TOTAL ACCOUNTS RECEIVABLE                                                              $
                                                                                                   -----------

ACCOUNTS RECEIVABLE DEDUCTIONS (without duplication)
                                                                                      -----------
     4.     Amounts over 90 days due
                                                                                      -----------
     5.     Balance of 25% over 90 day accounts
                                                                                      -----------
     6.     Concentration Limits (clause (k) of the definition of Eligible Accounts)
                                                                                      -----------
     7.     Foreign Accounts
                                                                                      -----------
     8.     Governmental Accounts
                                                                                      -----------
     9.     Contra Accounts (clause (i) of the definition of Eligible Accounts)
                                                                                      -----------
     10.    Demo Accounts (clause (e) of the definition of Eligible Accounts)
                                                                                      -----------
     11.    Intercompany/Employee Accounts
                                                                                      -----------
     12.    Other (please explain on reverse)
                                                                                      -----------
     13.    TOTAL ACCOUNTS RECEIVABLE DEDUCTIONS
                                                                                      -----------
     14.    Eligible Accounts (#3 minus #13)                                                       $
                                                                                                   -----------
     15.    LOAN VALUE OF ACCOUNTS (80% of #14)                                                    $
                                                                                                   -----------

BALANCES
     16.    Maximum Loan Amount                                                                    $750,000.00
     17.    Total Funds Available [Lesser of #16 or #15]
                                                                                                   -----------
     18.    Present balance owing on Line of Credit
                                                                                                   -----------
     19.    RESERVE POSITION (#17 minus #18)                                                       $
                                                                                                   -----------
</TABLE>

Borrower  represents  and  warrants  that  the  foregoing  is true, complete and
correct  in  all  material  respects, and that the information reflected in this
Borrowing  Base Certificate complies with the representations and warranties set
forth  in  the  Loan  and Security Agreement between Borrower and Comerica Bank.

CITADEL  SECURITY  SOFTWARE  INC.

By:
  -----------------------------------------
           Authorized SignerExhibit 4.2

THIS WARRANT AND THE SHARES ISSUABLE HEREUNDER HAVE NOT BEEN REGISTERED UNDER
THE SECURITIES ACT OF 1933, AS AMENDED, AND MAY NOT BE SOLD, PLEDGED OR
OTHERWISE TRANSFERRED WITHOUT AN EFFECTIVE REGISTRATION THEREOF UNDER SUCH ACT
OR PURSUANT TO RULE 144 OR AN OPINION OF COUNSEL REASONABLY SATISFACTORY TO THE
CORPORATION AND ITS COUNSEL THAT SUCH REGISTRATION IS NOT REQUIRED.

                            WARRANT TO PURCHASE STOCK

<TABLE>
<CAPTION>
<S>                              <C>
Corporation:                     CITADEL SECURITY SOFTWARE, INC., a Delaware corporation
Number of Shares:                25,000
Class of Stock:                  Common
Initial Exercise Price:          $1.56
Issue Date:                      September 15, 2005
Expiration Date:                 September 15, 2012 (Subject to Section 4.1)
</TABLE>

     THIS WARRANT CERTIFIES THAT, for good and valuable consideration, the
receipt of which is hereby acknowledged, COMERICA BANK or its assignee
("Holder") is entitled to purchase the number of fully paid and nonassessable
shares of the class of securities (the "Shares") of the corporation (the
"Company") at the initial exercise price per Share (the "Warrant Price") all as
set forth above and as adjusted pursuant to Article 2 of this warrant, subject
to the provisions and upon the terms and conditions set forth in this warrant.

1.  EXERCISE.
    ---------

     1.1     Method of Exercise.  Holder may exercise this warrant by delivering
             ------------------
this warrant and a duly executed Notice of Exercise in substantially the form
attached as Appendix 1 to the principal office of the Company.  Unless Holder is
exercising the conversion right set forth in Section 1.2, Holder shall also
deliver to the Company a check for the aggregate Warrant Price for the Shares
being purchased.

     1.2     Conversion Right.  In lieu of exercising this warrant as specified
             ----------------
in Section 1.1, Holder may from time to time convert this warrant, in whole or
in part, into a number of Shares determined by dividing (a) the aggregate fair
market value of the Shares or other securities for which this warrant is being
exercised minus the aggregate Warrant Price of such Shares by (b) the fair
market value of one Share.  The fair market value of the Shares shall be
determined pursuant to Section 1.3.

     1.3     Fair Market Value.  If the Shares are traded regularly in a public
             -----------------
market, the fair market value of the Shares shall be the closing price of the
Shares reported for the business day immediately before Holder delivers its
Notice of Exercise to the Company.  If the Shares are not regularly traded in a
public market, the Board of Directors of the Company shall determine fair market
value in its reasonable good faith judgment.

     1.4     Delivery of Certificate and New Warrant.  Promptly after Holder
             ---------------------------------------
exercises or converts this warrant, the Company shall deliver to Holder
certificates for the Shares acquired and, if this warrant has not been fully
exercised or converted and has not expired, a new warrant representing the
Shares not so acquired.

     1.5     Replacement of Warrants.  On receipt of evidence reasonably
             -----------------------
satisfactory to the Company of the loss, theft, destruction or mutilation of
this warrant and, in the case of loss, theft or

<PAGE>
destruction, on delivery of an indemnity agreement reasonably satisfactory in
form and amount to the Company or, in the case of mutilation, on surrender and
cancellation of this warrant, the Company at its expense shall execute and
deliver, in lieu of this warrant, a new warrant of like tenor.

     1.6     Repurchase on Sale, Merger, or Consolidation of the Company.
             -----------------------------------------------------------

          1.6.1     "Acquisition."  For the purpose of this warrant,
                    --------------
"Acquisition" means any sale, license, or other disposition of all or
substantially all of the assets (including intellectual property) of the
Company, or any reorganization, consolidation, or merger of the Company where
the holders of the Company's securities before the transaction beneficially own
less than 50% of the outstanding voting securities of the surviving entity after
the transaction.

          1.6.2     Assumption of Warrant.  If upon the closing of any
                    ---------------------
Acquisition the successor entity assumes the obligations of this warrant, then
this warrant shall be exercisable for the same securities, cash, and property as
would be payable for the Shares issuable upon exercise of the unexercised
portion of this warrant as if such Shares were outstanding on the record date
for the Acquisition and subsequent closing.  The Warrant Price shall be adjusted
accordingly.  The Company shall use reasonable efforts to cause the surviving
corporation to assume the obligations of this warrant.

          1.6.3     Nonassumption.  If upon the closing of any Acquisition the
                    -------------
successor entity does not assume the obligations of this warrant and Holder has
not otherwise exercised this warrant in full, then Holder shall have the option
either to (a) deem this warrant to have been automatically converted pursuant to
Section 1.2 and thereafter Holder shall participate in the Acquisition on the
same terms as other holders of the same class of securities of the Company; or
(b) require the Company to purchase this warrant for cash upon the closing of
the Acquisition for $25,000.

2.  ADJUSTMENTS TO THE SHARES
    -------------------------

     2.1     Stock Dividends, Splits, Etc.  If the Company declares or pays a
             ----------------------------
dividend on its common stock payable in common stock, or other securities,
subdivides the outstanding common stock into a greater amount of common stock,
then upon exercise of this warrant, for each Share acquired, Holder shall
receive, without cost to Holder, the total number and kind of securities to
which Holder would have been entitled had Holder owned the Shares of record as
of the date the dividend or subdivision occurred.

     2.2     Reclassification, Exchange or Substitution.  Upon any
             ------------------------------------------
reclassification, exchange, substitution, or other event that results in a
change of the number and/or class of the securities issuable upon exercise or
conversion of this warrant, Holder shall be entitled to receive, upon exercise
or conversion of this warrant, the number and kind of securities and property
that Holder would have received for the Shares if this warrant had been
exercised immediately before such reclassification, exchange, substitution, or
other event.  The Company or its successor shall promptly issue to Holder a new
warrant for such new securities or other property.  The new warrant shall
provide for adjustments which shall be as nearly equivalent as may be
practicable to the adjustments provided for in this Article 2 including, without
limitation, adjustments to the Warrant Price and to the number of securities or
property issuable upon exercise of the new warrant.  The provisions of this
Section 2.2 shall similarly apply to successive reclassifications, exchanges,
substitutions, or other events.

     2.3     Adjustments for Combinations, Etc.  If the outstanding Shares are
             ----------------------------------
combined or consolidated, by reclassification or otherwise, into a lesser number
of shares, the Warrant Price shall be proportionately increased. If the
outstanding Shares are split or subdivided, including a split effected by way of
a stock dividend, by reclassification or otherwise, into a greater number of
shares, the Warrant Price shall be proportionately decreased.

                                        2
<PAGE>
     2.4     No Impairment.  The Company shall not, by amendment of its
             -------------
Certificate of Incorporation or through a reorganization, transfer of assets,
consolidation, merger, dissolution, issue, or sale of securities or any other
voluntary action, avoid or seek to avoid the observance or performance of any of
the terms to be observed or performed under this warrant by the Company, but
shall at all times in good faith assist in carrying out all the provisions of
this Article 2 and in taking all such action as may be necessary or appropriate
to protect Holder's rights under this Article against impairment.

     2.5     Certificate as to Adjustments.  Upon each adjustment of the Warrant
             -----------------------------
Price, the Company at its expense shall promptly compute such adjustment, and
furnish Holder with a certificate of its Chief Financial Officer setting forth
such adjustment and the facts upon which such adjustment is based.  The Company
shall, upon written request, furnish Holder a certificate setting forth the
Warrant Price in effect upon the date thereof and the series of adjustments
leading to such Warrant Price.

     2.6     Fractional Shares.  No fractional Shares shall be issuable upon
             -----------------
exercise or conversion of the Warrant and the Number of Shares to be issued
shall be rounded down to the nearest whole Share.  If a fractional share
interest arises upon any exercise or conversion of the Warrant, the Company
shall eliminate such fractional share interest by paying Holder amount computed
by multiplying the fractional interest by the fair market value of a full Share.

3.  REPRESENTATIONS AND COVENANTS OF THE COMPANY.
    ---------------------------------------------

     3.1     Representations and Warranties.  The Company hereby represents and
             ------------------------------
warrants to the Holder as follows:

          (a)     All Shares which may be issued upon the exercise of the
purchase right represented by this warrant, and all securities, if any, issuable
upon conversion of the Shares, shall, upon issuance, be duly authorized, validly
issued, fully paid and nonassessable, and free of any liens and encumbrances
except for restrictions on transfer provided for herein or under applicable
federal and state securities laws.

     3.2     Notice of Certain Events.  If the Company proposes at any time (a)
             ------------------------
to declare any dividend or distribution upon its common stock, whether in cash,
property, stock, or other securities and whether or not a regular cash dividend;
(b) to offer for subscription pro rata to the holders of any class or series of
its stock any additional shares of stock of any class or series or other rights;
(c) to effect any reclassification or recapitalization of common stock; or (d)
to merge or consolidate with or into any other corporation, or sell, lease,
license, or convey all or substantially all of its assets, or to liquidate,
dissolve or wind up, then, in connection with each such event, the Company shall
give Holder (1) at least 20 days prior written notice of the date on which a
record will be taken for such dividend, distribution, or subscription rights
(and specifying the date on which the holders of common stock will be entitled
thereto) or for determining rights to vote, if any, in respect of the matters
referred to in (a) and (b) above; and (2) in the case of the matters referred to
in (c) and (d) above at least 20 days prior written notice of the date when the
same will take place (and specifying the date on which the holders of common
stock will be entitled to exchange their common stock for securities or other
property deliverable upon the occurrence of such event).

     3.3     Intentionally Deleted.
             ---------------------

     3.4     Registration Under Securities Act of 1933, as amended.  The Company
             -----------------------------------------------------
agrees that the Shares shall be subject to the registration rights set forth on
Exhibit A, if attached.

                                        3
<PAGE>
4.  REPRESENTATIONS AND WARRANTIES OF THE HOLDER
    --------------------------------------------

     4.1     The Holder (and its affiliates) hereby represents and warrants to
the Company as follows:

          (a)     The Holder is acquiring this warrant and the shares to be
issued upon exercise of this Warrant (together, the "Securities") for investment
for such Holder's own account, not as a nominee or agent, and not with a view to
the resale or distribution of any part thereof, and that such Holder has no
present intention of selling, granting any participation in, or otherwise
distributing the same. The Holder further represents that it does not have any
contract, undertaking, agreement or arrangement with any person to sell,
transfer or grant participations to such person or to any third person, with
respect to any of the Securities.

          (b)     The Holder is an "accredited investor" within the meaning of
Securities and Exchange Commission ("SEC") Rule 501 of Regulation D, as
presently in effect.

          (c)     The Holder understands that the Securities it is purchasing
are characterized as "restricted securities" under the federal securities laws
inasmuch as they are being acquired from the Company in a transaction not
involving a public offering and that under such laws and applicable regulations
such securities may be resold without registration under the Securities Act only
in certain limited circumstances. In this connection, the Holder represents that
it is familiar with SEC Rule 144, as presently in effect, and understands the
resale limitations imposed thereby and by the Securities Act.

5.  MISCELLANEOUS.
    --------------

     5.1     Term: Notice of Expiration.  This warrant is exercisable in whole
             --------------------------
or in part, at any time and from time to time on or before the Expiration Date
set forth above.  If this warrant has not been exercised prior to the Expiration
Date, this warrant shall be deemed to have been automatically exercised on the
Expiration Date by "cashless" conversion pursuant to Section 1.2.

     5.2     Legends.  This warrant and the Shares, if the Shares are not
             -------
registered at the time of their issuance, shall be imprinted with a legend in
substantially the following form:

THIS SECURITY HAS NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS
AMENDED, AND MAY NOT BE SOLD, PLEDGED OR OTHERWISE TRANSFERRED WITHOUT AN
EFFECTIVE REGISTRATION THEREOF UNDER SUCH ACT OR PURSUANT TO RULE 144 OR AN
OPINION OF COUNSEL REASONABLY SATISFACTORY TO THE CORPORATION AND ITS COUNSEL
THAT SUCH REGISTRATION IS NOT REQUIRED.

     5.3     Compliance with Securities Laws on Transfer.  This warrant and the
             -------------------------------------------
Shares issuable upon exercise of this warrant may not be transferred or assigned
in whole or in part without compliance with applicable federal and state
securities laws by the transferor and the transferee (including, without
limitation, the delivery of investment representation letters and legal opinions
reasonably satisfactory to the Company).  The Company shall not require Holder
to provide an opinion of counsel if the transfer is to an affiliate of Holder or
if there is no material question as to the availability of current information
as referenced in Rule 144(c), Holder represents that it has complied with Rule
144(d) and (e) in reasonable detail, the selling broker represents that it has
complied with Rule 144(f), and the Company is provided with a copy of Holder's
notice of proposed sale.

     5.4     Transfer Procedure.  Subject to the provisions of Section 5.3,
             ------------------
Holder may transfer all or part of this warrant or the Shares issuable upon
exercise of this warrant by giving the Company notice of the portion of the
warrant being transferred setting forth the name, address and taxpayer
identification

                                        4
<PAGE>
number of the transferee and surrendering this warrant to the Company for
reissuance to the transferee(s) (and Holder, if applicable); provided, however,
                                                             ------------------
that Holder may transfer all or part of this warrant to its affiliates,
including, without limitation, Comerica Incorporated, at any time without notice
to the Company, and such affiliate shall then be entitled to all the rights of
Holder under this warrant and any related agreements, and the Company shall
cooperate fully in ensuring that any stock issued upon exercise of this warrant
is issued in the name of the affiliate that exercises the warrant.  The terms
and conditions of this warrant shall inure to the benefit of, and be binding
upon, the Company and the holders hereof and their respective permitted
successors and assigns.

     5.5     Notices.  All notices and other communications from the Company to
             -------
the Holder, or vice versa, shall be deemed delivered and effective when given
personally or mailed by first-class registered or certified mail, postage
prepaid, at such address as may have been furnished to the Company or the
Holder, as the case may be, in writing by the Company or such Holder from time
to time.  All notices to the Holder shall be addressed as follows:

                              Comerica Bank
                              Attn:  Warrant Administrator
                              Technology and Life Sciences Division
                              P.O. Box 7279
                              San Francisco, CA 94120-7279

                                With a copy to

                              Comerica Bank
                              Attn: Warrant Administrator
                              Technology and Life Sciences Division
                              5 Palo Alto Square, Suite 800
                              3000 El Camino Real
                              Palo Alto, CA 94306

     5.6     Amendments.  This warrant and any term hereof may be changed,
             ----------
waived, discharged or terminated only by an instrument in writing signed by the
party against which enforcement of such change, waiver, discharge or termination
is sought.

     5.7     Attorneys' Fees.  In the event of any dispute between the parties
             ---------------
concerning the terms and provisions of this warrant, the party prevailing in
such dispute shall be entitled to collect from the other party all costs
incurred in such dispute, including reasonable attorneys' fees.

     5.8     Governing Law.  This warrant shall be governed by and construed in
             -------------
accordance with the laws of the State of California, without giving effect to
its principles regarding conflicts of law.

                                        5
<PAGE>
                                               CITADEL SECURITY SOFTWARE, INC.

                                               By: /s/ Steven B. Solomon
                                                                        --------

                                               Name: Steven B. Solomon
                                                                        --------

                                               Title: CEO
                                                         -----------------------

                                               By:
                                                  ------------------------------

                                               Name:
                                                    ----------------------------

                                               Title:
                                                     ---------------------------

Authorized signatories under Corporate Resolutions to Borrow or an authorized
signer(s) under a resolution covering warrants must sign the warrant.

Acknowledged and Agreed:

Comerica Bank

By: /s/ David Whiting
   ----------------------------

Name:   David Whiting
      ------------------------------

Title:   SVP
       -----------------------------

                                        6
<PAGE>
APPENDIX 1

                               NOTICE OF EXERCISE
                               ------------------

     1.     The undersigned hereby elects to purchase ______________ shares of
the Common stock of Citadel Security Software, Inc. pursuant to the terms of the
attached warrant, and tenders herewith payment of the purchase price of such
shares in full.

     1.     The undersigned hereby elects to convert the attached warrant into
shares in the manner specified in the warrant.  This conversion is exercised
with respect to ______________ of the shares covered by the warrant.

     [STRIKE PARAGRAPH THAT DOES NOT APPLY.]

     2.     Please issue a certificate or certificates representing said shares
in the name of the undersigned or in such other name as is specified below:

            Comerica Bank
            Attn:  Warrant Administrator
            Technology and Life Sciences Division
            P.O. Box 7279
            San Francisco, CA 94120-7279

     3.     The undersigned represents it is acquiring the shares solely for its
own account and not as a nominee for any other party and not with a view toward
the resale or distribution thereof except in compliance with applicable
securities laws.

COMERICA BANK or Registered Assignee

-------------------------------------
(Signature)

-------------------------------------
(Date)

                                        7
<PAGE>
                                    EXHIBIT A
                                    ---------

                               Registration Rights
                               -------------------

If (but without obligation to do so) the Company proposes to register (including
for this purpose a registration effected by the Company for stockholders other
than the Holder) any of its stock, either for its own account or the account of
a security holder or holders, under the Securities Act in connection with the
public offering of such securities (other than a registration relating solely to
the sale of securities to participants in a Company stock plan or option
agreements, an offering or sale of securities pursuant to a Form S-4 (or
successor form) registration statement, or any registration on any form which
does not include substantially the same information as would be required to be
included in a registration statement covering the sale of the "Registrable
Securities" as such term is defined below, the Company shall, at such time,
promptly give Holder written notice of such registration. Upon the written
request of the Holder given within ten (10) days after mailing of such notice by
the Company, the Company shall, subject to the provisions of this Exhibit A,
cause to be registered under the Securities Act all of the Registrable
Securities that such Holder has requested to be registered. For purposes of this
Section, Registrable Securities shall mean Shares of Company common stock
issuable upon exercise or conversion of this warrant, to the extent such shares
may not be resold under Rule 144 under the Securities Act or otherwise without
registration. It shall be a condition precedent to the obligations of the
Company to take any action pursuant to this Exhibit A with respect to the
Registrable Securities of Holder that Holder shall furnish to the Company such
information regarding itself, the Registrable Securities held by it, and the
intended method of disposition of such securities as shall be required to effect
the registration of Holders Registrable Securities, and the Holder further
agrees to indemnify and hold harmless the Company from any liability it may
incur in reliance upon any written communications of the Holder furnished in
connection with such registration; provided, however, that the indemnity
agreement contained in this Exhibit A shall not apply to amounts paid in
settlement of any such liability if such settlement is effected without the
consent of the Holder, which consent shall not be unreasonably withheld;
provide, that in no event shall any indemnity under this Exhibit A exceed the
gross proceeds from the offering received by the Holder.

                                        8

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