exv10w50






Exhibit 10.50




EMPLOYMENT AGREEMENT




     THIS EMPLOYMENT AGREEMENT (“Agreement”), dated as of May 22, 2008 and shall become effective
as of March 15, 2008, is by and between Trustwave Holdings, a Delaware corporation (“Holdings”) and
Robert McCullen (“Executive”).



     WHEREAS, Holdings is engaged in the business of corporate, Internet and e-commerce security
and information assurance, and vulnerability management and compliance solutions, certification
authority, identity management and managed security services (the “Business”); and



     WHEREAS, Holdings desires to continue to employ the Executive on the terms and conditions
hereinafter set forth and shall become effective as of March 15, 2008, and the Executive desires to
accept such employment.



     NOW, THEREFORE, in consideration of the promises and the mutual agreements contained herein,
and for other good and valuable consideration, the receipt and sufficiency of which hereby are
acknowledged, the parties agree as follows:



     1. Employment. The Executive shall be employed by Holdings as Chief Executive Officer of the
Company (“CEO”) or in such other position as is consistent with the Executive’s education,
experience and background so long as the assignment of the Executive to such position is approved
by a resolution duly adopted by a majority of the Board of Directors of Holdings (the “Board”) and
the holders of sixty six and two-thirds (66-2/3) of the then issued and outstanding shares of
Series A Preferred Stock of Holdings. The Executive shall devote substantially all of the
Executive’s working time and the Executive’s best efforts to the Company and the Executive’s
position, which shall include such duties as the Board may from time to time reasonably direct that
are consistent with the Executive’s education, experience and background and that are not
inconsistent with the Executive’s position. The Executive shall not, during the Term (as defined
below), have any paid employment other than with Holdings or a subsidiary or affiliate of Holdings
or serve as a director of any other business corporation, except with the prior approval of the
Board. During the Term the Executive may engage in charitable, civic, community or trade or
industry association activities, provided that such activities do not interfere with the
Executive’s duties hereunder or violate the terms of any of the covenants contained in Sections 8,
9 and 10 hereof. From the execution date of this Agreement (hereafter defined as the “Effective
Date”) through the Term, Holdings shall not request that the Executive relocate his principal place
of residence from the Chicago, Illinois metropolitan area.



     2. Compensation.




     (a) Base Salary. From the Effective Date through the first anniversary of
the Effective Date, Holdings shall pay to the Executive a minimum base salary at the rate of
$315,000 per annum. Subsequent increases to base salary will be determined by the Board in
its sole discretion. The base salary under this Section 2(a) shall be payable to the
Executive not less frequently than monthly and shall be reduced by applicable taxes and
withholdings.



 









 






     (b) Annual Bonus. In addition to the Executive’s base salary under Section 2(a) above,
for fiscal years during the Term commencing on or after the date hereof, the Executive shall
be eligible to participate in an annual bonus plan to be established by Holdings and
approved by the Board (the “Company Bonus Plan”). The annual bonus target shall be
determined by the Board in its sole discretion; provided, that the bonus target shall be no
less than 50% of the Executive’s base salary in effect at such time. Any annual bonus
payable to the Executive pursuant to the Company Bonus Plan (“Annual Bonus”) shall be based
upon the satisfaction of performance criteria and objectives set forth in the Company Bonus
Plan. Except as provided in Section 7, to receive such Annual Bonus, the Executive must
still be employed with Holdings as of December 31 of the year for which the Annual Bonus is
payable and not be in breach of this Agreement. Except as otherwise set forth herein, any
such Annual Bonus shall be payable no later than 120 days following the end of the fiscal
year for which it is awarded, and shall be reduced by applicable taxes and withholdings.



     3. Insurance, Retirement and Employee Benefit Plans, Fringe Benefits; Business Expenses.




     (a) Other Benefits and Perquisites. During the Term, the Executive shall be eligible
to participate in any plan of Holdings relating to stock options and stock grants, employee
stock purchase or ownership, 401(k), group life insurance, medical coverage, or other
employee benefit plans or arrangements that Holdings has adopted or may adopt for the
benefit of its employees. Holdings reserves the right to modify or terminate any employee
benefit or perquisite at any time. Upon any termination or expiration of this Agreement,
the Executive will be entitled to all accrued benefits pursuant to all such employee
benefits or perquisites as provided in such employee benefits or perquisites.




     The criteria utilized to determine whether the Executive will receive an award of stock
options or stock grants under any plan of Holdings, the number of shares of common stock of
Holdings subject to any such stock option or stock grant and the terms and conditions of any
such stock option or stock grant shall be substantially similar to the criteria utilized to
determine such matters in connection with awards under any stock option or stock grant plan
of Holdings to similarly situated executives of Holdings, and shall be applied by Holdings
in good faith on a substantially consistent basis among substantially similar executives of
Holdings. Notwithstanding the foregoing, the Executive acknowledges and agrees that the
determination of whether to award stock options or stock grants, the number of shares of
common stock of Holdings subject to any such stock option or grant and the terms and
conditions of any such stock option or grant, are in the sole discretion of Holdings and any
award of stock options or stock grants shall be made by Holdings on an individual basis with
respect to persons eligible to be granted such awards, taking into account individual
performance and circumstances. The parties agree that the plan or award agreement pursuant
to which any such stock options or grants are awarded to the executive shall provide that
any such stock options or stock grants which are subject to any vesting provisions shall all
automatically vest upon the first to occur of (A) the death or Incapacity of the Executive,
(B) termination of the Executive’s employment by Holdings without Cause or by the Executive
for Good Reason, (C) a change of control of Holdings, and (D) an initial public offering by
Holdings.



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     (b) Business Expenses. During the Term, Holdings shall promptly reimburse the
Executive for all reasonable and customary expenses incurred by the Executive in furtherance
of his duties under this Agreement, including all expenses of travel and living expenses
while away from home on business or at the request of and in the service of the Company,
provided that such expenses are incurred and accounted for in accordance with the
published policies and procedures established by the Company. Such expenses shall be
reimbursed upon submission to Holdings of invoices containing original receipts for all such
expenditures and upon review by Holdings of the reasonable nature of such expenditures.



     4. Term. The employment under this Agreement shall be from the Effective Date until the
Executive’s employment terminates pursuant to Section 6 below (“Term”). The Term shall continue,
unless either the Executive or Holdings gives the other party a Notice of Termination as defined in
Section 6(f). If Executive gives such a Notice of Termination to Holdings, it shall be deemed, for
all purposes of this Agreement, as a termination by Executive without Good Reason pursuant to
Section 6(e)(1)(B).



     5. Vacations; Illness. The Executive shall be entitled to an annual paid vacation of four (4)
weeks per year (which shall include personal days and sick days), which if not taken during any
year may not, except up to five days, be carried forward and no compensation shall be payable in
lieu thereof.



     6. Termination of Employment. The Executive’s employment may be terminated under the
following circumstances:




     (a) This section has been purposefully deleted.




     (b) Death. The Executive’s employment shall terminate upon the Executive’s
death.




     (c) Incapacity. If the Executive is unable to perform the Executive’s duties
under this Agreement because of physical or mental incapacity or disability for a continuous
period of ninety (90) days, even with reasonable accommodation, the Executive will be deemed
to have terminated the Executive’s employment. The Incapacity of Executive will be
determined by agreement between Executive and Holdings; provided that if the Executive and
Holdings cannot so agree, than the Incapacity of Executive will be determined by a medical
doctor selected by written agreement of Holdings and Executive upon the request of either
party by notice to the other. If Holdings and Executive cannot agree on the selection of a
medical doctor, each of them will select a medical doctor and the two medical doctors will
select a third medical doctor who will determine whether Executive has an Incapacity. The
determination of the medical doctor selected under this Section 6(c) will be binding on both
parties. Executive must submit to a reasonable number of examinations by the medical doctor
making the determination of Incapacity under this Section 6(c), and Executive hereby
authorizes the disclosure and release to Holdings of such determination and all supporting
medical records. If Executive is not legally competent, Executive’s legal guardian or duly
authorized attorney-in-fact will act in Executive’s stead, under this Section 6(c), for the
purposes of submitting Executive to the examinations, and providing the authorization of
disclosure, required under this Section 6(c).



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     (d) Termination of Employment by Holdings. Holdings may terminate the
Executive’s employment at any time with or without Cause; provided that the
Executive may be terminated for Cause under Sections 6(d)(1) or 6(d)(4) only if Holdings has
given the Executive written notice of such failure, stating that such failure will be
grounds for termination for Cause, if the Executive fails to cure such failure within 30
days following receipt of such written notice. For all purposes under this Agreement,
“Cause” shall mean:




     (1) Executive’s willful and intentional disregard of instructions of the
Board reflected in resolutions of the Board which, in the Board’s reasonable good
faith judgment, has caused or will cause substantial and material injury to the
business and operations to the Company or any of its subsidiaries;




     (2) a material breach by the Executive of his duties hereunder (other than
as a result of his disability) which is willful, deliberate or grossly negligent on
the Executive’s part, or committed in bad faith;




     (3) a conviction of, or a plea of “guilty” or “no contest” to, a felony
(other than a felony resulting from a traffic violation), or the commission of any
other act or omission involving disloyalty, fraud or moral turpitude with respect to
the Company or its subsidiaries; provided, that in the reasonable judgment
of the Board, such failure has caused or will cause injury to the business and
operations to the Company or any of its subsidiaries;




     (4) a breach by the Executive of any one or more of the covenants contained
in Sections 8, 9 and 10 of this Agreement;




     (5) the Executive’s use of alcohol or illegal drugs which materially
interferes with the performance of his duties hereunder; and




     (6) the Executive’s material, knowing and intentional failure to comply with
applicable laws with respect to the execution of the Company’s or any of its
subsidiaries’ business and operations; provided, that in the reasonable
judgment of the Board, such failure has caused or will cause substantial and
material injury to the business and operations to the Company or any of its
subsidiaries.




	 	 	No act or failure to act shall be considered “willful” for this purpose unless done, or
omitted to be done, by the Executive other than in good faith and other than with a
reasonable belief that the Executive’s action or omission was in the best interests of the
Company. The Executive shall not be deemed to have been terminated for Cause unless the
Executive shall have been provided with a Notice of Termination as defined in Section 6(f).






     (e) Termination by the Executive.




     (1) The Executive may terminate the Executive’s employment (A) for Good
Reason, provided that the Executive may resign for Good Reason only if the
Executive provides notice of such reason for resignation to the Company



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stating that such reason will be grounds for resignation for Good Reason if
Holdings fails to cure such reason within thirty (30) days following receipt of such
notice or (B) for any other reason by giving thirty (30) days prior written notice
to Holdings.




     (2) For this purpose, “Good Reason” shall mean (A) the Executive’s duties
or level of responsibility has been materially reduced from his duties or level of
responsibility as set forth in Section 1(a); (B) Holdings requires that the
Executive relocate his principal place of work more than 25 miles from the Chicago,
Illinois metropolitan area, or (C) any other material failure by Holdings to comply
with any material provisions of this Agreement which failure continues for more than
thirty (30) days after written notice of such noncompliance from the Executive
pursuant to Section 6(e)(1).




     (f) Notice of Termination. Any termination of the Executive’s employment by
Holdings or by the Executive (other than termination pursuant to Section 6(b) or (c) hereof)
shall be communicated to the other party by a written Notice of Termination. Any Notice of
Termination given by a party shall specify the particular termination provision of this
Agreement relied upon by such party and, in the case of termination of the Executive’s
employment for Cause pursuant to Section 6(d) or the termination of the Executive’s
employment for Good Reason pursuant to Section 6(e), shall set forth in reasonable detail
the facts and circumstances relied upon as providing a basis for the termination under such
provision.




     (g) Termination Date. The Termination Date shall mean (1) if the Executive’s
employment is terminated by the Executive’s death, the date of the Executive’s death; (2) if
the Executive’s employment is terminated by Incapacity, the date ninety (90) days after the
Executive first becomes incapacitated; (3) if the Executive’s employment is terminated by
Holdings for Cause, the date specified in the Notice of Termination; (4) if the Executive
resigns for Good Reason, thirty (30) days following the date on which the Notice of
Termination is given, if Holdings fails to cure; (5) if the Executive resigns without Good
Reason, ten (10) business days following the date on which the Notice of Termination is
given or such later date as specified in the Notice of Termination; or (6) if the
Executive’s employment is terminated without Cause, ten (10) business days following the
date on which the Notice of Termination is given or such later date as specified in the
Notice of Termination. Holdings may, in its sole discretion, terminate the Executive’s
employment at any time during the ten day notice periods, provided it pays the
Executive the equivalent of the Executive’s base salary for the remainder of the notice
period.




     (h) Limitations on Terminations by the Company. Notwithstanding anything to
the contrary contained herein, Holdings may not terminate the Executive’s employment
pursuant to this Section 6 in the absence of approval by at least a majority of the full
Board (including any vacant positions on the Board).



     7. Compensation Upon Termination of Employment.




     (a) Termination because of Death or Incapacity. If the Executive’s employment
is terminated during the Term because of the Executive’s death or



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Incapacity, all obligations of Holdings hereunder (other than those which, pursuant to
Section 12, survive termination of this Agreement and other than any obligations of Holdings
related to any debt, equity or other securities (including options, warrants or securities
convertible or exchangeable into debt or equity) of Holdings held by the Executive)
immediately shall cease, except that the Company shall pay to the Executive or the
Executive’s estate, as applicable:




     (1) the Executive’s accrued base salary through the Termination Date to the
extent not theretofore paid;




     (2) a cash amount equal to the Executive’s accrued, unused vacation pro-rated
for the portion of the year worked and determined in accordance with Holdings’
policy;




     (3) if and only if the performance criteria and objectives set forth in the
Company Bonus Plan are satisfied for the fiscal year of Holdings ended immediately
prior to the Termination Date, an Annual Bonus under the Company Bonus Plan for such
fiscal year, to the extent not theretofore paid on a pro rata basis of that fiscal
year;




     (4) if within forty-five (45) days of the Termination Date the Executive or
the Executive’s legal representative signs a release of any and all claims
substantially in the form attached hereto as Attachment A (the “General
Release”) and if, and only if, the performance criteria and objectives set forth in
the Company Bonus Plan are satisfied for the fiscal year of Holdings during which
the Termination Date occurs and Holdings has paid other senior executives bonuses
for such year under the Company Bonus Plan, a prorated Annual Bonus under the
Company Bonus Plan for the pro rata portion of that fiscal year;




	 	 	Any Annual Bonus payable to the Executive under Section 7(a)(4) shall be paid to the
Executive no later than 120 days following the end of the fiscal year for which it is
awarded.






     (b) Termination for Cause. If Holdings terminates the Executive’s employment
during the Term for Cause, all obligations of Holdings hereunder (other than those which,
pursuant to Section 12, survive termination of this Agreement and other than any obligations
of Holdings related to any debt, equity or other securities (including options, warrants or
securities convertible or exchangeable into debt or equity) of Holdings held by the
Executive) immediately shall cease, except that Holdings shall pay to the Executive the
amounts specified in Sections 7(a)(1) and (2) hereof.




     (c) Termination by the Executive without Good Reason. If the Executive
terminates the Executive’s employment during the Term without Good Reason, all obligations
of Holdings hereunder (other than those which, pursuant to Section 12, survive termination
of this Agreement and other than any obligations of Holdings related to any debt, equity or
other securities (including options, warrants or securities convertible or exchangeable into
debt or equity) of Holdings held by the Executive) immediately shall cease, except that:



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     (1) Holdings shall pay to the Executive the amounts specified in Sections
7(a)(1) through (3) hereof; and




     (2) if within forty-five (45) days of the Termination Date the Executive signs
the General Release and if, and only if, the performance criteria and objectives set
forth in the Company Bonus Plan are satisfied for the fiscal year of Holdings during
which the Termination Date occurs and Holdings has paid other senior executives
bonuses for such year under the Company Bonus Plan, a prorated Annual Bonus under
the Company Bonus Plan for the pro-rata portion of that fiscal year;
provided, any pro rata Annual Bonus payable to the Executive hereunder shall
be paid to the Executive no later than 120 days following the end of the fiscal year
for which it is awarded.




     (d) Termination without Cause or for Good Reason. If Holdings terminates the
Executive’s employment without Cause or the Executive terminates the Executive’s employment
for Good Reason, all obligations of Holdings hereunder (other than those which, pursuant to
Section 12, survive termination of this Agreement and other than any obligations of Holdings
related to any debt, equity or other securities (including options, warrants or securities
convertible or exchangeable into debt or equity) of the Company held by the Executive)
immediately shall cease, except that:




     (1) Holdings shall pay to the Executive the amounts specified in Sections
7(a)(1) through (3) hereof;




     (2) if within forty-five (45) days of the Termination Date the Executive signs
the General Release, Holdings shall pay to the Executive, less applicable taxes and
withholdings, (i) the Executive’s then current base salary (but no less than
$315,000) for twelve (12) months and (ii) if and only if the performance criteria
and objectives set forth in the Company Bonus Plan are satisfied for the fiscal year
of Holdings during which the Termination Date occurs and Holdings has paid other
senior executives bonuses for such year under the Company Bonus Plan, a prorated
Annual Bonus under the Company Bonus Plan for the pro rata portion of that fiscal
year (collectively, the items described in clauses (i) and (ii), the “Severance
Payments”). The Severance Payments shall be paid on the same schedule as if the
Executive were still employed by Holdings. Notwithstanding the foregoing, no
Severance Payments shall be made by Holdings to the Executive following a final
determination, no longer subject to appeal, of a court of competent jurisdiction or
as a result of arbitration pursuant to Section 14(c)) that Executive has breached
any of the covenants contained in Section 8, 9 or 10 of this Agreement; and




     (3) if within forty-five (45) days of the Termination Date the Executive signs
the General Release, Holdings shall be continued on Holdings’ health insurance plan
for the twelve (12) month period commencing on the Termination Date. In the event
such coverage is not permissible, for such twelve (12) month period Holdings in its
sole discretion shall either (i) pay the Executive’s COBRA premiums (at the level of
coverage the Executive had prior to the Termination Date) or (ii) provide
alternative health insurance coverage to the Executive that is



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no less favorable to the Executive than the coverage the Executive had prior to
the Termination Date.



     8. Confidentiality. In consideration of the willingness of Holdings to employ the Executive
and the compensation to be paid and benefits to be received therefore, and for other good and
valuable consideration, the receipt and adequacy of which is hereby acknowledged, the Executive
agrees as follows:




     (a) The Company Owns All of the Executive’s Work. All improvements, discoveries,
inventions, designs, documents, literary works (including but not limited to books, articles
and white papers), licenses and patents, or other data devised, conceived, made, developed,
obtained, filed, perfected, acquired, or first reduced to practice, in whole or in part, in
the regular course of employment by the Executive during the period of the Executive’s
employment, and related in any way to the business, including development and research, of
the Company or any subsidiary or affiliate engaged in business substantially similar to that
of the Company shall be promptly disclosed to Holdings (collectively, “Works”). Any
copyrightable work falling within the definition of Works shall be deemed a “work made for
hire,” under the copyright laws of the United States, and ownership of all rights therein
shall vest in the Company. To the extent that any work is not deemed to be a “work made for
hire,” the Executive hereby assigns and transfers to the Company all of the Executive’s
right, interest and title thereto, and such Works shall become the property of the Company.
The Executive further waives any “moral” rights, or other rights with respect to attribution
of authorship or integrity of such Work that he may have under any applicable law, whether
under copyright, trademark, unfair competition, defamation, right of privacy, contract, tort
or other legal theory. During the Term and at any time thereafter, upon request of
Holdings, the Executive will promptly join and render assistance in any proceedings and
execute any papers necessary to file and prosecute applications for, and to acquire,
maintain and enforce, letters, patent trademarks, registrations and/or copyrights, both
domestic and foreign, with respect to such improvements, discoveries, inventions, designs,
documents, licenses and patents, or other data as required for vesting and maintaining title
to same in the Company. This Section 8(a) does not apply to (X) Works when all of the
following criteria are met: (i) no equipment, supplies, facilities, or Confidential and
Proprietary Information (as defined in Section 8(b) hereof) was used in developing the Works
or in applying for or obtaining a patent or copyright; (ii) the Work was developed entirely
on the Executive’s own time; (iii) the Work does not relate directly to the business of the
Company or any of its subsidiaries or affiliates or to actual or demonstrably anticipated
research or development by the Company or any of its subsidiaries or affiliates and (iv) the
Work does not result from any work performed by the Executive for or at the request of
Holdings or any of its subsidiaries or affiliates or (Y) books written by the Executive and
published prior to the Effective Date or other literary works determined by the Board in its
sole discretion to be excluded from the application of this Section 8(a).




     (b) Non-Disclosure of Confidential Information. The Executive agrees and acknowledges
that the term “Confidential and Proprietary Information” shall mean any and all information
which the Executive learns as a result of the Executive’s employment with Holdings and which
is not in the public domain, in any form, emanating from or relating to the Company and its
subsidiaries and affiliates, including, but not limited to, trade secrets, technical
information, costs, designs, drawings, processes, systems,



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methods of operation and procedures, formulae, test data, know-how, improvements, price
lists, financial data, code books, invoices and other financial statements, computer
programs, discs and printouts, sketches and plans (engineering, architectural or otherwise),
employees’ and consultants’ benefits, perquisites, salaries, stock options, compensation,
formulas or bonuses, and their non-business addresses and telephone numbers, organizational
structure and reporting relationships, customer lists, telephone numbers, names, addresses,
information about equipment and processes (including specifications and operating manuals),
or any other compilation of information written or unwritten that is used in the business of
the Company or any subsidiary or affiliate that gives the Company or any subsidiary or
affiliate any opportunity to obtain an advantage over competitors of the Company who do not
know or use such information. The Executive agrees and acknowledges that all Confidential
and Proprietary Information, in any form, and all copies and extracts thereof, is and are
and shall remain the sole and exclusive property of the Company and, upon termination of the
Executive’s employment with Holdings, the Executive hereby agrees to return to the Company
the originals and all copies of any Confidential and Proprietary Information provided to or
acquired by the Executive during the period of the Executive’s employment. Executive agrees
that he/she shall not, at any time during or after the Executive’s employment, disclose to
any unauthorized person or use for the Executive’s own account any of such Confidential
Information without Holdings’ prior written consent, unless and to the extent that any
Confidential Information (i) becomes generally known to and available for use by the public
other than as a result of Executive’s acts or omission to act, or (ii) is required to be
disclosed pursuant to any applicable law or court order, provided that with respect to the
foregoing clause (ii), Executive shall at the earliest practicable date provide a copy of
the subpoena or court order to Holdings.




     (c) Customers’ Information. The Executive understands and acknowledges that each
customer of the Company or its subsidiaries or affiliates may disclose information that will
be within the Company’s control in connection with the Company’s furnishing of services to
its customer. The Executive covenants and agrees to hold such information in the strictest
confidence and shall treat such information in the same manner and be obligated by the
provisions of this Agreement as if such information were Confidential and Proprietary
Information, as defined in Section 8(b) hereof.



     9. Covenant Not to Compete. During the Executive’s employment with Holdings and for a period
of one (1) years thereafter (the “Non-Competition Period”), the Executive shall not directly or
indirectly own, manage, operate, control or be employed by or participate in the ownership,
management, operation or control of any business that directly competes with the Prohibited
Business (as defined below) within the geographical area in the United States in which, as of the
Termination Date, the Company or any of its subsidiaries conduct the Prohibited Business or have
written plans to conduct the Prohibited Business. The “Prohibited Business” shall mean the
Business conducted by the Company or any of its subsidiaries (including the development, marketing
and sale of information security related software, professional services, technology or products)
on the Termination Date and during the six month period prior to the Termination Date.



     10. Non-Solicitation. During the Executive’s employment with Holdings and for a period of one
(1) years thereafter (the “Non-Solicitation Period”), the Executive shall not, except



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with prior written approval of the Board, directly or indirectly, individually or as part of
or on behalf of any other person, company, employer or other entity:





     (a) (i) persuade or attempt to persuade any existing customer or agent with which the
Company has a contract (“Contracted Customer”) to cease doing business constituting the
Prohibited Business with the Company or any of its subsidiaries, or to reduce the amount
of business constituting the Prohibited Business any customer or agent does with the
Company or any of its subsidiaries, or (ii) solicit for himself or any entity any business
constituting the Prohibited Business of a Contracted Customer of the Company or any of its
subsidiaries or solicit any business constituting the Prohibited Business which was a
Contracted Customer of the Company or with which the Executive is aware (or is made aware
prior to the Termination Date) that the Company is in direct discussions as a prospective
Contracted Customer of the Company (or any of their subsidiaries) within twelve (12)
months prior to the Termination Date; or




     (b) hire, attempt to recruit or solicit for hire, or for any purpose whatsoever
encourage to end or abandon their employment, reduce or diminish in any way their
relationship or breach any agreement, with the Company or any of its subsidiaries, any
persons who have been employed by the Company or any of its subsidiaries at any time
within the twelve (12) months prior to such hiring, recruitment or solicitation, other
than (i) any such employee whose employment with the Company or any of its subsidiaries is
terminated by the Company or any of its subsidiaries, or (ii) any such employee who
voluntarily terminates his or her employment with the Company or any of its subsidiaries,
so long as the Executive did not induce or encourage such employee so to voluntarily
terminate his or her employment. The parties acknowledge that the restrictions contained
in this Sections 10(b) will not apply to any general advertisements or solicitations for
employees.



     11. Amendments or Additions: Action by Board. No amendments or additions to the Agreement
shall be binding unless in writing and signed by all parties hereto. The prior approval by a
majority affirmative vote of the full Board shall be required in order for Holdings to authorize
any amendments or additions to this Agreement, to give any consents or waivers of provisions of
this Agreement, or to take any other action under this Agreement including any Notice of
Termination.



     12. Survival. Sections 3, 8, 9, 10 and 14(c) of this Agreement shall survive and continue in
full force and effect in accordance with their respective terms, notwithstanding the termination of
the Executive’s employment hereunder.



     13. Representations. The Executive represents and warrants to Holdings that (a) the
execution, delivery and performance of this Agreement by the Executive does not and will not
conflict with, breach, violate or cause a default under any contract, agreement, instrument, order,
judgment or decree to which the Executive is a party or by which the Executive is bound, (b) the
Executive is not a party to or bound by any employment agreement, non-competition agreement or
confidentiality agreement with any other person or entity and (c) upon the execution and delivery
of this Agreement by Holdings, this Agreement shall be the valid and binding obligation of the
Executive, enforceable in accordance with its terms.



     14. Miscellaneous.



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     (a) Notices. Any notice required or permitted hereunder shall be given in writing and
shall be personally delivered or mailed by first class registered or certified mail, postage
prepaid, return-receipt-requested, or transmitted by facsimile.




     If notice is to be sent to Holdings, it will be sent to:


Trustwave Holdings, Inc.

Legal Department

70 W. Madison, Suite 1050

Chicago, IL 60602

(312) 873-7500





     If notice is to be sent to the Executive, it will be sent to:


Robert McCullen

{Address}





	 	 	Each notice or communication that shall have been transmitted in the manner described above,
or that shall have been delivered to a telegraph company, shall be deemed sufficiently
given, served, sent or received at such time as it is received (or refused) by the addressee
(with the return receipt, delivery receipt or (with respect to a telex) the answer back
being deemed conclusive, but not exclusive, evidence of such sending) or at such time as
delivery is refused by the addressee upon presentation.






     (b) Severability and Reformation. Nothing in this Agreement shall be construed so as
to require the commission of any act contrary to law and wherever there is any conflict
between any provision of this Agreement and any law, statute, ordinance, order or
regulation, the latter shall prevail, but in such event any necessary action will be taken
to bring it within applicable legal requirements. If any provision of this Agreement should
be held invalid or unenforceable, the remaining provisions shall be unaffected by such a
holding.




     If, at any time of enforcement of Section 9 or 10 of this Agreement, a court or an
arbitrator holds that the restrictions stated therein are unreasonable under circumstances
then existing, the parties hereto agree that the maximum period, scope or geographical area
reasonable under such circumstances shall be substituted for the stated period, scope or
area and that the court or arbitrator shall be allowed to revise the restrictions contained
therein to cover the maximum period, scope and area permitted by law. This Agreement shall
not authorize a court or arbitrator to increase or broaden any of the restrictions in
Section 9 or 10 of this Agreement.




     (c) Dispute Resolution.




     (1) Arbitration. The Executive and Holdings will mediate, and if
mediation is unsuccessful, then arbitrate any and all controversies, claims or
disputes arising out of or relating to this Agreement or the Executive’s employment
with Holdings (“Claims”) before the American Arbitration Association (“AAA”), in the
city in which the Executive’s principal office is



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located, in accordance with the AAA’s National Rules for the Resolution of
Employment Disputes including, but not limited to, the rules and procedures
applicable to the selection of arbitrators. Each of Holdings and the Executive
waives any rights to a trial by jury in any controversy, claim or dispute with
Holdings, including those that arise under any federal, state or local law,
including without limitation, claims of harassment, discrimination or wrongful
termination under common law or under Title VII of the Civil Rights Act of 1964, the
Civil Rights Act of 1991, the Americans with Disabilities Act, the Age
Discrimination in Employment Act or the Older Workers’ Benefit Protection Act.
Except as otherwise set forth in this Agreement, the cost of any mediation or
arbitration hereunder, including the cost of the record or transcripts thereof, of
any administrative fees, and all other fees involved (other than the Executive’s
attorneys’ fees) shall be borne by Holdings; provided, however, that if the
arbitrator determines that the claim or position of the Executive was frivolous or
in bad faith, the Executive will bear the full costs of such arbitration (other than
Holdings’ attorneys’ fees).




     (2) Injunctive Relief. Notwithstanding the agreement to arbitrate, a
breach by the Executive of his obligations under Sections 8, 9, or 10 of this
Agreement would cause the Company irreparable harm, and no adequate remedy at law
would be available in respect thereof. Accordingly, if any dispute arises between
the parties under Sections 8, 9, or 10 herein, Holdings shall not be required to
arbitrate such Claim under Section 14(c)(1), but shall have the right to institute
judicial proceedings in any appropriate jurisdiction and shall be entitled to seek
relief enjoining such acts. If such judicial proceedings are instituted, such
proceedings shall not be stayed or delayed pending the outcome of any arbitration
proceeding under Section 14(c)(1) of this Agreement. Further, the Executive and
Holdings waive any objections to the jurisdiction of such courts based on improper
or inconvenient forum.




     (d) Complete Agreement. This Agreement, including all attachments hereto, and the
General Release contain the entire agreement and understanding between the parties relating
to the subject matter hereof, and supersede any prior understandings, agreements or
representations by or between the parties, written or oral, relating to the subject matter
hereof.




     (e) Successors or Assigns. This Agreement and the rights and obligations of the
parties hereto shall bind and inure to the benefit of any successor or successors of
Holdings by way of reorganization, merger or consolidation and any assignee of all or
substantially all of its business assets, but except as to any such successor or assignee of
Holdings, neither this Agreement nor any rights or benefits hereunder may be assigned by
Holdings or the Executive. Notwithstanding the foregoing, in the event of the death of the
Executive all rights to receive payments hereunder shall become rights of the Executive’s
estate.




     (f) Section Headings. The section headings used in this Agreement are included solely
for convenience and shall not affect, or be used in connection with, the interpretation of
this Agreement.



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     (g) Governing Law. This Agreement shall be governed and construed in accordance with
the laws of the State where the Executive is employed without regard to principles of
conflict of laws.




     (h) Counterparts. This Agreement may be executed in two counterparts, each of which
shall be deemed to be an original and both of which together shall constitute one and the
same instrument.



     IN WITNESS WHEREOF, the parties have executed and delivered this Agreement on the day and year
first above written.






	 	 	 	 	 	 	 	 	 

	TrustWave Holdings, Inc.	 	 	 	EXECUTIVE	 	 
	 
	 	 	 	 	 	 	 	 
	By:

	 	/s/ Andrew Bokor
	 	 	 	/s/ Robert McCullen	 	 
	 

	 	 

Andrew Bokor
	 	 	 	 

Robert McCullen
	 	 
	 

	 	Chief Operating Officer	 	 	 	 	 	 










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Attachment A




GENERAL RELEASE



     THIS GENERAL RELEASE (“Release”) is executed by Robert J. McCullen (the “Executive”) pursuant
to Section 7(a)(4), 7(c)(2) or 7(d)(3) and (4) of the Employment Agreement dated as of May 12, 2008
by and between Trustwave Holdings, Inc., a Delaware corporation (the “Company”) and the Executive
(the “Employment Agreement”).



     WHEREAS, the Executive’s employment with the Company is terminating;



     WHEREAS, the Executive has had 45 days to consider the form of this Release;



     WHEREAS, the Company advised the Executive in writing to consult with an attorney before
signing this Release;



     WHEREAS, the Executive acknowledges that the consideration to be provided to the Executive
under the Employment Agreement is sufficient to support this Release; and



     WHEREAS, the Executive understands that the Company regards the representations and covenants
by the Executive in the Employment Agreement and this Release as material and that the Company is
relying on such representations and covenants in paying amounts to the Executive pursuant to the
Employment Agreement.



          THE EXECUTIVE THEREFORE AGREES AS FOLLOWS:




     1. The Executive shall receive the payments and benefits set forth in Section 7(a)(4), 7(c)(2)
or 7(d)(3) and (4) of the Employment Agreement in accordance with the terms and subject to the
conditions thereof.



     2. The Executive, on behalf of himself and anyone claiming through him, hereby agrees not to
sue the Company or any division, subsidiary, affiliate or other related entity of the Company
(whether or not such entity is wholly owned) or any of the past, present or future directors,
officers, administrators, trustees, fiduciaries, employees, agents, attorneys or shareholders of
the Company or any of such other entities, or the predecessors, successors or assigns of any of
them (hereinafter referred to as the “Released Parties”), and agrees to release and discharge,
fully, finally and forever, the Released Parties from any and all claims, causes of action,
lawsuits, liabilities, debts, accounts, covenants, contracts, controversies, agreements, promises,
sums of money, damages, judgments and demands of any nature whatsoever, in law or in equity, both
known and unknown, asserted or not asserted, foreseen or unforeseen, which the Executive ever had
or may presently have against any of the Released Parties arising from the beginning of time up to
and including the date of this Release, including, without limitation, all matters in any way
related to the Executive’s employment by the Company or any of its subsidiaries or affiliates, the
terms and conditions thereof and the termination or cessation of the Executive’s employment by the
Company or any of its subsidiaries or affiliates, and including, without limitation, any and all
claims arising under the Civil Rights Act of 1964, the Civil Rights Act of 1991, the Civil Rights
Act of 1866, the Age Discrimination in Employment Act, the Older Workers’ Benefit Protection Act,
the Family and Medical Leave Act, the Americans With Disabilities Act, the Employee Retirement
Income Security Act of 1974, each as may be



 









 




amended from time to time, or any other federal, state, local or foreign statute, regulation,
ordinance or order, or pursuant to any common law doctrine; provided, however, that
nothing contained in this Release shall apply to, or release the Company from, (a) any obligation
of the Company contained in Section 3 or 7 of the Employment Agreement, or (b) any obligation of
the Company related to any debt, equity or other securities (including options, warrants or
securities convertible or exchangeable into debt or equity) of the Company held by the Executive.
The consideration offered in Section 7(a)(4), 7(c)(2) or 7(d)(3) and (4) of the Employment
Agreement is accepted by the Executive as being in full accord, satisfaction, compromise and
settlement of any and all claims or potential claims, and the Executive expressly agrees that,
except as expressly provided in the provision within the immediately preceding sentence, the
Executive is not entitled to, and shall not receive, any further recovery of any kind from the
Company or any of the other Released Parties, and that in the event of any further proceedings
whatsoever based upon any matter released herein, neither the Company nor any of the other Released
Parties shall have any further monetary or other obligation of any kind to the Executive, including
any obligation for any costs, expenses or attorneys’ fees incurred by or on behalf of the
Executive.




     3. The Executive expressly represents and warrants that the Executive is the sole owner of the
actual and alleged claims, demands, rights, causes of action and other matters that are released
herein; that the same have not been transferred or assigned or caused to be transferred or assigned
to any other person, firm, corporation or other legal entity; and that the Executive has the full
right and power to grant, execute and deliver the general release, undertakings and agreements
contained herein.



     4. ACKNOWLEDGMENT BY EXECUTIVE. BY EXECUTING THIS RELEASE, THE EXECUTIVE EXPRESSLY
ACKNOWLEDGES THAT THE EXECUTIVE HAS READ THIS RELEASE CAREFULLY, THAT THE EXECUTIVE FULLY
UNDERSTANDS ITS TERMS AND CONDITIONS, THAT THE EXECUTIVE HAS BEEN ADVISED TO CONSULT WITH AN
ATTORNEY PRIOR TO EXECUTING THIS RELEASE, THAT THE EXECUTIVE HAS BEEN ADVISED THAT THE EXECUTIVE
HAS 45 DAYS WITHIN WHICH TO DECIDE WHETHER OR NOT TO EXECUTE THIS RELEASE AND THAT THE EXECUTIVE
INTENDS TO BE LEGALLY BOUND BY IT. DURING A PERIOD OF SEVEN DAYS FOLLOWING THE DATE OF THE
EXECUTIVE’S EXECUTION OF THIS RELEASE, THE EXECUTIVE SHALL HAVE THE RIGHT TO REVOKE THE RELEASE OF
CLAIMS UNDER THE AGE DISCRIMINATION IN EMPLOYMENT ACT BY SERVING THE COMPANY WITHIN SUCH PERIOD
WRITTEN NOTICE OF REVOCATION.



     5. This Release contains the entire agreement and understanding between the parties relating
to the subject matter hereof and supersedes any prior understandings, agreements or representations
by or between the parties, written or oral, relating to the subject matter hereof.



     6. This Release shall be governed and construed in accordance with the laws of the State where
the Executive is employed without regard to principles of conflict of laws.



(SIGNATURE ON NEXT PAGE)






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	 	 	EXECUTIVE	 	 
	 
	 	 	 	 	 	 
	 	 	 	 	 
	 	 	Robert McCullen	 	 
	 
	 	 	 	 	 	 
	 

	 	Date:	 	 	 	 
	 

	 	 	 	 

	 	 







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