Document:

Filed by Bowne Pure Compliance

Exhibit 10.1

SEPARATION AND GENERAL RELEASE AGREEMENT

This Separation and General Release Agreement (this “Agreement”) is being entered into by and
between Insight Enterprises, Inc. (“Insight” or the “Company”) and Stanley Laybourne (“Retiree”)
(collectively, the “Parties”) as of May 1, 2007 (the “Date of this Agreement”).

WHEREAS, Retiree is currently employed by the Company as its Chief Financial Officer,
Treasurer and Secretary;

WHEREAS, the Parties wish to terminate their relationship on mutually acceptable terms and
conditions; and

WHEREFORE in consideration of the foregoing premises and the terms and conditions set forth
below, the Parties agree as follows:

1. Retirement. Retiree hereby retires from his employment with the Company and any of its
parents, affiliates or subsidiaries as of December 31, 2007 (the “Retirement Date”). Retiree
hereby resigns from his membership on the Company’s Board of Directors and retires from any other
positions held within the Company, its parents, subsidiaries, and affiliates on the Retirement
Date. On the Retirement Date, the Company and Retiree agree that Retiree shall have a Separation
from Service as defined in Treasury Regulation Section 1.409A-1(h). Retiree understands that he is
giving up any right or claim to further compensation from the Company beyond the Retirement Date,
except as set forth in this Agreement.

2. Death/Disability. In the event of his death or disability, Retiree’s heirs, executors,
administrators, and legal representatives shall have the right to enforce this Agreement in
accordance with its terms.

3. Press Release/Public Filings. Retiree will be provided with copies of any Insight press
release regarding his retirement through the Retirement Date. Any press release regarding
Retiree’s retirement shall be issued after the Date of this Agreement and shall thank Retiree for
his service and contributions to Insight.

4. Duties. Between the Date of this Agreement and December 16, 2007, Retiree will continue
with his current duties and responsibilities as Chief Financial Officer (“CFO”), Treasurer and
Secretary of Insight as they existed prior to the Date of this Agreement in accordance with the
terms of Retiree’s Employment Agreement, effective as of November 1, 2003 (the “Employment
Agreement”). From December 17, 2007 through the Retirement Date, Retiree shall assist the new
Chief Financial Officer of the Company as directed by the Company’s Chief Executive Officer.

 

 

 

5. Employment Agreement. Retiree and the Company agree to be bound by paragraphs 4, 9, 10, 11
and 13 of the Retiree’s Employment Agreement, a copy of which is attached hereto as Exhibit A.
Except for those enumerated paragraphs, Retiree’s Employment Agreement shall be extinguished as of
the Retirement Date and Retiree acknowledges that he is not entitled to any compensation or
benefits, including without limitation any severance benefits, under the Employment Agreement,
except as expressly set forth in this Agreement. Notwithstanding the foregoing, the Company hereby
acknowledges and agrees that it remains bound by the terms of Directors and Officers
Indemnification Agreement, dated November 15, 2004, a copy of which is attached hereto as Exhibit
B, and any successor or replacement agreement thereto, and that Retiree’s rights to be indemnified
for any actions taken as an officer or director of the Company shall remain in place following the
Retirement Date both under Exhibit B, any successor or replacement indemnification agreement, the
Company’s Articles and Bylaws and to the fullest extent permitted by law. The Company acknowledges
that Retiree’s indemnification rights are cumulative and that he may invoke his indemnification
rights from any and all of the aforementioned sources without diminishing in any way whatever other
rights of indemnification Retiree may have.

6. Benefit Plans. Retiree will continue to participate in any retirement, 401(k) or savings
plans, life insurance plan and health insurance plan in which he currently participates, up to and
including the Retirement Date. Retiree will be able to exercise any existing contractual rights
under Insight’s benefit plans, including Insight’s life insurance plan. These rights include,
without limitation, Retiree’s right to continue coverage currently provided by such plans, in
accordance with each plan’s terms. Following the Retirement Date, Retiree will be permitted to
obtain COBRA coverage, at Retiree’s expense, in accordance with law and with the provisions of any
insurance plan maintained by Insight for employees.

7. 2007 Incentive Compensation. Retiree will receive a bonus for the 2007 fiscal year. The
bonus for the 2007 fiscal year will be calculated based on the incentive formula used for the most
senior executives of Insight, whose incentive is based on Company-wide performance. The bonus for
the 2007 fiscal year will be paid at the time such bonus is paid to the other most senior
executives of Insight but in any event on or before March 15, 2008.

8. Severance Payment. Provided that Retiree signs and delivers this Agreement, and for a
period of seven days thereafter does not revoke it, the Company will pay Retiree $750,000, less
applicable withholding on the eighth day after signature, by wire pursuant to wire instructions
from Retiree.

9. Incentive Compensation. Retiree will be paid an amount equal to two (2) times the greater
of the annual bonus awarded to him for the 2006 or 2007 fiscal year on the earlier of (a) July 17,
2008 or (b) the date of Executive’s death. Any amount due under this Section 9 shall be paid
subject to withholdings as required by law.

 

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10. Accrued Vacation Time; Business Expenses. On the Retirement Date, Retiree will be
compensated for 280 hours of accrued vacation time. The value will be calculated based on the
formula used by Insight in the usual course of business. On or before the Retirement Date, the
Company will reimburse Retiree for any and all necessary, customary and usual expenses incurred by
Retiree on behalf of the Company, provided that Retiree has furnished the Company with receipts to
substantiate the business expense in accordance with the Company’s policies or otherwise reasonably
justifies the expense to the Company.

11. Vested Options. Retiree will be permitted to exercise all options that are vested and
unexercised as of the Retirement Date, through the ninetieth (90th) day after the Retirement Date,
subject to repricing, if any, in accordance with Insight’s restated 10-Ks. As of the Retirement
Date, Retiree will have 560,584 vested, unexercised options. The 90 day post-Retirement Date
exercise period shall be reasonably extended with respect to any options that are vested and
unexercised as of the Retirement Date if necessary to prevent Retiree from forfeiting any such
options that Retiree could not exercise during the 90 day period due to any Company blackout
restrictions, provided, however, that in no event shall the exercise period with respect to any
such option be extended beyond the earlier of (i) the latest date upon which the option could have
expired by its original terms under any circumstances, or (ii) the tenth (10th) anniversary of the
original date of grant of such option.

12. Vested Restricted Stock. Retiree will receive all shares of Company restricted stock that
have vested as of the Retirement Date. As of the Retirement Date, the Company’s records reflect
that the Retiree has vested 11,200 shares of Restricted Stock.

13. Unvested Options and Restricted Stock. Retiree hereby surrenders as of the Retirement
Date all Company stock options and shares of Company restricted stock that are not vested as of the
Retirement Date.

14. DAC Sale Proceeds. Retiree is a participant in the Direct Alliance Corporation 2000
Long-Term Incentive Plan (the “DAC Plan”). As a participant, Retiree is entitled to a portion of
the proceeds of the earn out payment, should any such payment become due in accordance with the
terms of the DAC Plan in connection with the acquisition of Direct Alliance Corporation by TeleTech
Holdings, Inc. Retiree shall be paid the full amount to which he is entitled under the DAC Plan as
soon as any other DAC Plan participant receives any proceeds from the DAC earn out. Executive’s
right to payment, if any, under the DAC Plan shall not be modified by this Agreement, except that
to the extent such payment or portion of a payment which would be made between the Retirement Date
and July 1, 2008 is subject to Section 409A of the Internal Revenue Code (the “Code”) and a delay
in the payment is necessary in order to avoid a prohibited distribution under Section
409A(a)(2)(b)(i) of the Code, such payment to be made at the earliest date possible to avoid a
prohibited payment under that provision.

 

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15. Release by Retiree.

(a) General Release. In exchange for the consideration set forth in this Agreement, Retiree
does hereby release and forever discharge the “Company Releasees” herein, consisting of the
Company, its parent, subsidiary and affiliate corporations, and each of their respective past and
present parents, subsidiaries, affiliates, associates, owners, members, stockholders, predecessors,
successors, assigns, employees, agents, directors, officers, partners, representatives, lawyers,
and all persons acting by, through, under, or in concert with them, or any of them, of and from any
and all manner of claims or causes of action, in law or in equity, of any nature whatsoever, known
or unknown, fixed or contingent (hereinafter called “Claims”), that Retiree now has or may
hereafter have against the Company Releasees by reason of any and all acts, omissions, events or
facts occurring or existing prior to the date hereof. The Claims released hereunder include,
without limitation, any alleged breach of any express or implied agreement (including the
Employment Agreement); any taxes Retiree might incur with respect to the repricing of any options
previously awarded to Retiree; and any alleged violation of any federal, state or local statute or
ordinance including, without limitation, Title VII of the Civil Rights Act of 1964, as amended, 42
USC Section 2000, et seq.; Americans with Disabilities Act, as amended, 42 U.S.C. § 12101 et seq.;
the Rehabilitation Act of 1973, as amended, 29 U.S.C. § 701 et seq.; Age Discrimination in
Employment Act, as amended, 29 USC Section 621, et seq.; Civil Rights Act of 1866, and Civil Rights
Act of 1991; 42 USC Section 1981, et seq.; Equal Pay Act, as amended, 29 USC Section 206(d);
regulations of the Office of Federal Contract Compliance, 41 CFR Section 60, et seq.; The Family
and Medical Leave Act, as amended, 29 U.S.C. § 2601 et seq.; the Fair Labor Standards Act of 1938,
as amended, 29 U.S.C. § 201 et seq.; and the Employee Retirement Income Security Act, as amended,
29 U.S.C. § 1001 et seq. This release shall not apply to the Company’s obligations under this
Agreement. In addition, notwithstanding the foregoing, nothing in this release shall affect or
compromise Retiree’s rights to indemnification without regard to the source of those rights,
whether at law or equity, contractual, under the Company’s Articles and Bylaws, or otherwise, nor
affect any rights of Retiree under any retirement, 401(k), saving plans, or life and health
insurance plans. To the contrary, Retiree shall not release any claims and shall preserve any
claims he has for indemnification or in connection with any retirement, 401(k) or savings plans, or
to any life and health insurance plans or to any rights under COBRA.

(b) Older Worker’s Benefit Protection Act.

 

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Retiree agrees and expressly acknowledges that this Agreement includes a waiver and release of
all claims which he has or may have under the Age Discrimination in Employment Act of 1967, as
amended, 29 U.S.C. § 621, et seq. (“ADEA”). The following terms and conditions apply to and are
part of the waiver and release of the ADEA claims under this Agreement:

(1) This paragraph and this Agreement are written in a manner calculated to be
understood by Retiree.

(2) The waiver and release of claims under the ADEA contained in this Agreement does
not cover rights or claims that may arise after the date on which he signs this Agreement.

(3) The Agreement provides for consideration in addition to anything of value to which
Retiree is already entitled.

(4) Retiree has been advised to consult an attorney before signing this Agreement.

(5) Retiree has been granted twenty-one (21) days after he is presented with this
Agreement to decide whether or not to sign this Release. If he executes this Agreement
prior to the expiration of such period, Retiree does so voluntarily and after having had the
opportunity to consult with an attorney, and hereby waives the remainder of the twenty-one
(21) day period.

(6) Retiree has the right to revoke this general release within seven (7) days of
signing this Agreement. In the event this general release is revoked, Retiree understands
that this Agreement will be null and void, and he will not be entitled to any compensation
or benefits under this Agreement.

If he wishes to revoke this Agreement, Retiree shall deliver written notice stating his intent
to revoke this Agreement to Steven R. Andrews, General Counsel, at the offices of the Company on or
before 5:00 p.m. on the seventh (7th) day after the date on which he signs this Agreement.

(c) No Assignment. Retiree represents and warrants to the Company Releasees that there has
been no assignment or other transfer of any interest in any Claim that the Retiree may have against
the Company Releasees, or any of them. Retiree agrees to indemnify and hold harmless the Company
Releasees from any liability, claims, demands, damages, costs, expenses and attorneys’ fees
incurred as a result of any person asserting such assignment or transfer of any right or claims
under any such assignment or transfer from Retiree.

 

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(d) No Actions. Retiree agrees that if Retiree hereafter commences, joins in, or in any
manner seeks relief through any suit arising out of, based upon, or relating to any of the Claims
released hereunder or in any manner asserts against the Company Releasees any of the Claims
released hereunder, then Retiree will pay to the Company Releasees against whom such claim(s) is
asserted, in addition to any other damages caused thereby, all attorneys’ fees incurred by such
Company Releasees in defending or otherwise responding to said suit or Claim; provided, however,
that Retiree shall not be obligated to pay the Company Releasees’ attorney’s fees to the extent
such fees are attributable to claims under the Age Discrimination in Employment Act or a challenge
to the validity of the release of claims under the Age Discrimination in Employment Act.

16. Release by the Company.

(a) General Release. The Company hereby releases and forever discharges Retiree from any and
all manner of claims or causes of action, in law or in equity, of any nature whatsoever, known or
unknown, fixed or contingent (hereinafter called “Claims”), that the Company now has or may
hereafter have against Retiree or his attorneys by reason of any and all acts, omissions, events or
facts occurring or existing prior to the date hereof, including, without limitation, all claims
arising from or relating to the granting, pricing, or accounting for stock options provided by the
Company during the time Retiree was employed by the Company. This General Release shall not
release the Company’s rights to the benefits of this Agreement.

(b) No Assignment. The Company represents and warrants to Retiree that there has been no
assignment or other transfer of any interest in any Claim that the Company may have against
Retiree. The Company agrees to indemnify and hold harmless Retiree from any liability, claims,
demands, damages, costs, expenses and attorneys’ fees incurred as a result of any person asserting
such assignment or transfer of any right or claims under any such assignment or transfer from the
Company.

(c) No Actions. The Company agrees that if the Company hereafter commences, joins in, or in
any manner seeks relief through any suit arising out of, based upon, or relating to any of the
Claims released hereunder or in any manner asserts against Retiree any of the Claims released
hereunder, then the Company will pay to Retiree, in addition to any other damages caused thereby,
all attorneys’ fees incurred in defending or otherwise responding to said suit or Claim.

17. Cooperation in Proceedings. The Company and Retiree agree that they shall fully cooperate
with each other with respect to any claim, litigation or judicial, arbitral or investigative
proceeding initiated by any private party or by any regulator, governmental entity, or
self-regulatory organization, that relates to or arises from any matter with which Retiree was
involved during his employment with the Company, or that concerns any matter of which Retiree has
information or knowledge (collectively, a “Proceeding”). Retiree’s duty of cooperation includes,
but is not limited to: (i) meeting with the Company’s attorneys by telephone or in person at
mutually convenient times and places in order to state truthfully Retiree’s recollection of events;
(ii) appearing at the Company’s request, upon reasonable notice, as a witness at depositions or
trials, without the necessity of a subpoena, in order to state truthfully Retiree’s knowledge of
matters at issue; and (iii) signing at the Company’s reasonable request declarations or affidavits
that truthfully state matters of which Retiree has knowledge.

 

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The Company’s duty of cooperation includes, but is not limited to: (i) providing Retiree and his
counsel access to documents, information, witnesses and the Company’s legal counsel as is
reasonably necessary to litigate on behalf of Retiree in any Proceeding; and (ii) indemnifying
Retiree and his counsel for any and all reasonable costs and expenses, including legal fees in
connection with any request for cooperation from the Company as set forth in this paragraph. In
addition, Retiree agrees to notify the Company’s General Counsel promptly of any requests for
information or testimony that he receives in connection with any litigation or investigation
relating to the Company’s business, and the Company agrees to notify Retiree promptly of any
requests for information or testimony that it receives relating to Retiree. Notwithstanding any
other provision of this Agreement, this Agreement shall not be construed or applied so as to
require any Party to violate any confidentiality agreement or understanding with any third party,
nor shall it be construed or applied so as to compel any Party to take any action, or omit to take
any action, requested or directed by any regulatory or law enforcement authority.

18. No Admission. Retiree and the Company further understand and agree that neither the
payment of money nor the execution of the foregoing mutual Releases shall constitute or be
construed as an admission of any liability whatsoever by either party.

19. Severability. The provisions of this Agreement are severable, and if any part of this
Agreement is found to be unenforceable, the other paragraphs (or portions thereof) shall remain
fully valid and enforceable.

20. Confidentiality. The terms of this Agreement are intended to be confidential by the
Parties. Neither party would enter into this Agreement but for the other’s promise to maintain the
confidentiality of the terms of and existence of this Agreement. Neither Retiree nor the Company
may not disclose the terms of this Agreement to any person, except as required by applicable law.

21. No Encouragement of Actions Against Either Party. Retiree and the Company agree that
except to the extent required by law, neither will assist any person in bringing or pursuing legal
action against the other, based on events occurring prior to the Date of this Agreement.

22. No Disparagement/Professional Conduct. Retiree and the Company further agree that neither
shall: (a) disparage the other; nor (b) engage in actions contrary to the interests of the other,
except as required by applicable law.

23. Choice of Law and Venue. The Parties acknowledge and agree that this Agreement shall be
interpreted in accordance with Arizona law. Any actions arising out of or relating to this
Agreement or Retiree’s service with the Company shall be filed in either the Superior Court of
Arizona for the County of Maricopa, or the Federal District Court for the District of Arizona,
unless subject to arbitration, in which case they shall be filed in accordance with the Parties’
arbitration agreement.

 

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24. Sole and Entire Agreement. Except as otherwise specified herein, this Agreement
represents the sole and entire agreement among the Parties and supersedes all prior agreements,
negotiations, and discussions between the Parties hereto and/or their respective counsel, excluding
any agreements concerning arbitration of disputes, confidentiality, trade secret information, or
assignment of intellectual property rights. Any agreement amending or superseding this Agreement
must be in writing, signed by duly authorized representatives of the Parties, specifically
reference this Agreement; and state the intent of the Parties to amend or supersede this Agreement.

25. Headings. The headings in this Agreement are provided solely for the Parties’
convenience, and are not intended to be part of, nor to affect or alter the interpretation or
meaning of this Agreement.

26. Construction of Agreement. Both Parties have been represented by, or had the opportunity
to be represented by counsel in connection with this Agreement. Any rule of construction to the
effect that ambiguities are to be resolved against the drafting party shall not be applied in the
construction or interpretation of this Agreement.

27. Counterparts. For the convenience of the Parties hereto, this Agreement may be executed
in any number of counterparts, each such counterpart being deemed to be an original instrument, and
all such counterparts shall together constitute the same agreement.

	 	 	 	 	 
	 	Insight Enterprises, Inc.,

a Delaware corporation

 	 
	Date: 7/8/08 	By:  	/s/ Richard A. Fennessy
 	 
	 	 	Rich Fennessy 	 
	 	 	Chief Executive Officer 	 
	 
	 	Retiree

 	 
	Date: 7/9/08 	/s/ Stanley Laybourne
 	 
	 	Stanley Laybourne 	 
	 	 	 

 

8Filed by Bowne Pure Compliance

	 	 	 	 	 

Exhibit 10.2

EMPLOYMENT AGREEMENT

This Employment Agreement (the “Agreement”), which shall be effective as of January 12, 2007,
is between INSIGHT ENTERPRISES, INC., a Delaware corporation (“Company”), and Catherine Eckstein
(“Executive”).

RECITALS

	 	A.	 	Executive is currently employed by Company in the position of Chief Marketing
Officer.

	 	B.	 	Company and Executive are parties to an Employment Agreement that was effective
July 1, 2004 (the “Original Agreement”).

	 	C.	 	Company and Executive desire to enter into a new employment agreement, the
terms and provisions of which are set forth below.

	 	D.	 	Company and Executive desire and intend for this Agreement to supersede and
replace the Original Agreement.

In exchange for valuable consideration, the receipt and sufficiency of which is hereby
acknowledged, the parties agree as follows:

1. TERMS OF AGREEMENT.

(a) Initial Term. Executive shall be employed by Company for the duties set forth in Section
2, below, for a one-year term, commencing as of January 12, 2007 and ending on January 11, 2008
(the “Initial Term”), unless sooner terminated in accordance with the provisions of this Agreement.

(b) Renewal Term; Employment Period Defined. On each successive day after the commencement of
the Initial Term, without further action on the part of Company or Executive, this Agreement shall
be automatically renewed for a new one-year term dated effective and beginning upon each such
successive day (a “Renewal Term”); provided, however, that Company may notify Executive, or
Executive may notify Company, at any time, that there shall be no renewal of this Agreement, and in
the event of such notice, the Agreement shall immediately cease to renew and shall terminate
naturally at the end of the then current Renewal Term. No severance or other post-termination
compensation will be due or payable in the event of a termination resulting from non-renewal. The
period of time commencing as of the date hereof and ending on the effective date of the termination
of employment of Executive under this or any successor Agreement shall be referred to as the
“Employment Period.”

2. POSITION AND DUTIES.

(a) Job Duties. Company does hereby employ, engage and hire Executive as Chief Marketing
Officer, and Executive does hereby accept and agree to such employment, engagement, and hiring.
Executive’s duties and authority during the Employment Period shall be such executive and
managerial duties as the Chief Executive Officer of Company, or Chief Executive Officer’s designee,
shall reasonably determine. Executive will devote full time on behalf of Company, or such lesser
amount of time as the Chief Executive Officer, or Chief Executive Officer’s designee, may
determine, reasonable absences because of illness, personal and family exigencies excepted.

 

 

 

(b) Best Efforts. Executive agrees that at all times during the Employment Period Executive
will faithfully, and to the best of Executive’s ability, experience and talents, perform the duties
that may be required of and from Executive and fulfill Executive’s responsibilities hereunder
pursuant to the express terms hereof. Executive’s participation as an officer, director, consultant
or employee of any entity (other than Company) must be disclosed to the Company and the Board of
Directors of Company. Additionally, Executive shall disclose to the Company and the Board of
Directors of Company any interest in a company that is engaged in a Competing Business as defined
in Section 10, below, unless such interest constitutes less than 1% of the issued and outstanding
equity of such company.

(c) Section 16. If, at the time Executive’s employment is terminated for any reason,
Executive is a person designated to file pursuant to Section 16 under the Securities Exchange Act
of 1934, Executive will provide to Company a written representation in a form acceptable to Company
that all reportable pre-termination securities transactions relating to Executive have been
reported.

3. COMPENSATION.

(a) Base Salary. Company shall pay Executive a “Base Salary” in consideration for Executive’s
services to Company, payable as nearly as possible in equal semi-monthly installments or in such
other installments as are customary from time to time for Company’s executives. The Base Salary
may be adjusted from time to time in accordance with the procedures established by Company for
salary adjustments for executives, provided that the Base Salary shall not be reduced.

(b) Incentive Compensation. Executive shall be eligible for an incentive bonus pursuant to
one or more incentive compensation plans established by the Company from time to time (each, an
“Incentive Compensation Plan”). The amount of such incentive bonus, if any, shall be based on the
extent to which Executive or Company, or any combination of Executive, Company and Company’s direct
and indirect subsidiaries, achieve objectives set forth in the Incentive Compensation Plan, or
Incentive Compensation Plans, for the relevant time period. For purposes of this Agreement,
Incentive Compensation Plan, and Incentive Compensation Plans, does not include any employee
benefit, stock option, restricted stock or other equity-based plan, and the benefits under such
plans shall be governed by their respective plan documents.

(c) Incentive and Benefit Plans. Executive will be entitled to participate in those benefit
plans generally provided for Company’s executives in the same or a similar tier of management, in
accordance with the terms of such benefit plans. Additionally, Executive shall be entitled to
participate in any other benefit plans made available generally to employees of Company from time
to time, including but not limited to, any savings plan, life insurance plan and health insurance
plan, all subject to any restrictions specified in, or amendments made to, such plans.

 

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4. BUSINESS EXPENSES.

Company will reimburse Executive for any and all necessary, customary and usual expenses which
are incurred by Executive on behalf of Company, provided Executive provides Company with receipts
to substantiate the business expense in accordance with Company’s policies or otherwise reasonably
justifies the expense to Company.

5. DEATH OR DISABILITY.

(a) Death. This Agreement shall terminate upon Executive’s death, but Executive’s estate shall
be entitled to receive the Base Salary for ninety (90) days following the date of Executive’s
death. Company shall also pay to Executive’s estate (1) with respect to any Incentive Compensation
Plan with quarterly objectives, the sum of (i) a prorated portion of any incentive compensation to
which Executive would have been entitled (had Executive not died) for the quarter in which
Executive died and (ii) the amount of incentive compensation for the last completed quarter prior
to the date of Executive’s death, plus (2) with respect to any Incentive Compensation Plan with
annual objectives, a prorated bonus for the year in which the Executive died, each to be calculated
as soon as reasonably practicable, allowing Company a sufficient amount of time to calculate such
amount.

(b) Disability. This Agreement shall also terminate in the event of Executive’s “Disability.”
For purposes of this Agreement, “Disability” means the inability of Executive to perform
Executive’s essential job duties, with or without a reasonable accomodation, for a period of thirty
(30) consecutive days or for sixty (60) days within any period of one-hundred and eighty (180) days
due to a physical or mental injury or illness that occurs while Executive is actively employed by
Company. Any dispute concerning whether Disability has occurred will be determined by a physician
selected by Company. If this Agreement is terminated due to Executive’s Disability, Executive
shall receive the Base Salary for ninety (90) days following the date of termination and (1) with
respect to any Incentive Compensation Plan with quarterly objectives, the sum of (i) a prorated
portion of any incentive compensation to which Executive would have been entitled (had termination
not occurred) for the quarter in which this Agreement is terminated due to Executive’s disability
and (ii) the amount of incentive compensation for the last completed quarter prior to the date of
termination, plus (2) with respect to any Incentive Compensation Plan with annual objectives, a
prorated bonus for the year in which termination occurs, each to be calculated as soon as
reasonably practicable, allowing Company a sufficient amount of time to calculate such amount.

6. TERMINATION BY COMPANY.

(a) Termination for Cause. Company may terminate this Agreement at any time during the
Initial Term or any Renewal Terms for “Cause” upon written notice to Executive. If Company
terminates this Agreement for “Cause,” Executive’s Base Salary shall immediately cease, and
Executive shall not be entitled to severance payments, incentive compensation payments or any other
payments or benefits pursuant to this Agreement, except for any vested rights pursuant to any
benefit plans in which Executive participates and any accrued compensation, accrued and unused
vacation pay and similar items.

 

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For purposes of this Agreement, the term “Cause” shall mean the termination of Executive’s
employment by Company for one or more of the following reasons: (1) the misappropriation (or
attempted misappropriation) of any of Company’s funds or property; (2) the conviction of, or the
entering of a guilty plea or plea of no contest with respect to, a felony or misdemeanor which
involves moral turpitude or a fraudulent act; (3) willful or repeated neglect of duties (after
notice and an opportunity to cure); (4) acts of material dishonesty, disloyalty or insubordination
toward Company; (5) violation of Company’s Values or any material policy with respect to Company’s
business or operations; (6) significant and repeated deficiencies with respect to performance
objectives assigned by the Chief Executive Officer of Company (after notice and opportunity to
cure); (7) insolvency of Company; or (8) Executive’s material breach of this Agreement. If
Executive is terminated for Cause, Company shall be obligated to pay Executive only the Base Salary
(from Section 3(a)) and benefits (from Section 4) due to Executive through the termination date,
and Executive will not be entitled to, nor will Executive receive, any type of severance payment.

(b) Termination Without Cause. Company also may terminate Executive’s employment at any time
during the Initial Term or any Renewal Term without Cause. Company may, at its discretion, place
Executive on a paid administrative leave prior to the actual date of termination set by Company.
During the administrative leave, Company may bar Executive’s access to Company’s offices or
facilities if reasonably necessary to the smooth operation of Company, or may provide Executive
with access subject to such reasonable terms and conditions as Company chooses to impose.

(c) Continued Compensation. Should Executive’s employment by Company be terminated without
Cause, Executive shall receive as a lump sum within three (3) business days (or sooner if required
by law) following such termination the total amount of Executive’s base salary for the remainder of
the Initial Term or current Renewal Term. Executive shall have no duty to mitigate damages in
order to receive the compensation described by this Subsection, and the compensation shall not be
reduced or offset by other income, payments or profits received by Executive from any source.

(d) Incentive Compensation. If Executive is terminated for Cause, Executive shall not be
entitled to receive any incentive compensation payments for the quarter in which Executive’s
employment is terminated or for any other periods. If Executive is terminated without Cause,
Executive shall receive, in a lump sum, an amount equal to (1) with respect to any Incentive
Compensation Plan with quarterly objectives, the sum of (i) a prorated bonus for the quarter in
which the termination takes place and (ii) four times Executive’s bonus for the last completed
quarter, plus (2) with respect to any Incentive Compensation Plan with annual objectives, a
prorated bonus for the year in which the termination takes place (as so calculated, the “Incentive
Severance Compensation”), each to be paid as soon as reasonably practicable, allowing Company a
sufficient amount of time to calculate such amount. Executive shall have no duty to mitigate
damages in order to receive the compensation described by this Subsection, and the compensation
shall not be reduced or offset by other income, payments or profits received by Executive from any
source.

(e) Other Plans. Except to the extent specified in this Section 6 and as provided in this
Subsection (e), termination of this Agreement shall not affect Executive’s participation in,
distributions from, and vested rights under any employee benefit, stock option, restricted stock or
other equity-based plan of, or maintained by or for, Company, which benefits will be governed by
the terms of those respective plans, in the event of Executive’s termination of employment.

 

4

 

7. TERMINATION BY EXECUTIVE.

(a) General. Executive may terminate this Agreement at any time, with or without “Good Reason”
by providing Company with thirty (30) days advance written notice. Company may, at its discretion,
place Executive on a paid administrative leave during all or any part of any such notice period.
During the administrative leave, Company may bar Executive’s access to Company’s offices or
facilities if reasonably necessary to the smooth operation of Company, or may provide Executive
with access subject to such reasonable terms and conditions as Company chooses to impose.

(b) Good Reason Defined. For purposes of this Agreement, “Good Reason” shall mean and include
each of the following (unless Executive has expressly agreed to such event in a signed writing):
(1) assignment of Executive to a position that is not substantially executive in nature; (2) any
material act or acts of dishonesty by Company directed toward or affecting Executive; (3) any
illegal act or instruction directly affecting Executive by Company, which is not withdrawn after
the Company is notified of the illegality by Executive; or (4) Company’s material breach of this
Agreement (after notice and an opportunity to cure).

(c) Effect of Good Reason Termination. If Executive terminates this Agreement for Good Reason
(as defined in Section 7(b)), it shall for all purposes be treated as a termination by Company
without Cause.

(d) Effect of Termination without Good Reason. If Executive terminates this Agreement without
Good Reason, while the termination shall not be characterized as a termination for Cause, it shall
for all purposes, result in the same compensation as a termination for Cause.

8. CHANGE IN CONTROL OF COMPANY.

(a) Continued Eligibility to Receive Benefits. Company considers the maintenance of a sound
and vital management to be essential to protecting and enhancing the best interests of Company and
its shareholders. In furtherance of such goal and in further consideration of Executive’s
continued employment with Company, if a Change in Control occurs, Executive shall be entitled to a
lump-sum severance benefit provided in subparagraph (b) of this Section 8 if, prior to the
expiration of twelve (12) months after the Change in Control, Executive notifies Company of
Executive’s intent to terminate employment with Company for Good Reason or Company terminates
Executive’s employment without Cause. If Executive triggers the application of this Section by
terminating employment for Good Reason, Executive must do so within sixty (60) days following
Executive’s receipt of notice of the occurrence of the last event that constitutes Good Reason. The
full severance benefits provided by this Section shall be payable regardless of the period
remaining until the expiration of the Agreement without renewal.

(b) Receipt of Benefits. If Executive is entitled to receive a severance benefit pursuant to
Section 8(a) hereof, Company will provide Executive with Executive’s Base Salary for the remainder
of the Initial Term or current Renewal Term plus the Incentive Severance Compensation, to be paid
as soon as reasonably practicable, allowing Company a sufficient amount of time to calculate such
amount.

 

5

 

Executive shall have no duty to mitigate damages in order to receive the compensation
described by this Subsection. If Executive is entitled to receive the payments called for by this
Section 8(b), Executive’s right to receive the compensation provided by Section 6(c) or 7(c) shall
be reduced to the extent of such payments.

(c) Change in Control Defined. For purposes of this Agreement, a “Change in Control” means
any one or more of the following events:

	 	(1)	 	a change of control of the Company through a
transaction or series of transactions, such that any person (as that
term is used in Section 13 and 14(d)(2) of the Securities Exchange Act
of 1934 (“1934 Act”)), excluding affiliates of the Company as of the
Effective Date, is or becomes the beneficial owner (as that term is
used in Section 13(d) of the 1934 Act) directly or indirectly, of
securities of the Company representing 30% or more of the combined
voting power of the Company’s then outstanding securities;

	 	(2)	 	any merger, consolidation or liquidation of the
Company in which the Company is not the continuing or surviving company
or pursuant to which stock would be converted into cash, securities or
other property, other than a merger of the Company in which the holders
of the shares of stock immediately before the merger have the same
proportionate ownership of common stock of the surviving company
immediately after the merger;

	 	(3)	 	the shareholders of the Company approve any
plan or proposal for the liquidation or dissolution of the Company; or

	 	(4)	 	substantially all of the assets of the Company
are sold or otherwise transferred to parties that are not within a
“controlled group of corporations” (as defined in Section 1563 of the
Internal Revenue Code of 1986, as amended) in which the Company is a
member at the Relevant Date.

(d) Notice of Termination by Executive. Any termination by Executive under this Section 8
shall be communicated by written notice to Company, which notice shall set forth generally the
facts and circumstances claimed to provide a basis for such termination.

(e) Employment by Successor. For purposes of this Agreement, employment by a successor of
Company or a successor of any subsidiary of Company that has assumed this Agreement shall be
considered to be employment by Company or one of its subsidiaries. As a result, if Executive is
employed by such a successor following a Change in Control, Executive will not be entitled to
receive the benefits provided by Section 8 unless Executive’s employment with the successor is
subsequently terminated without Cause within twelve months following the Change in Control or
Executive terminates employment for Good Reason.

 

6

 

9. CONFIDENTIALITY.

Because of Executive’s knowledge of and participation in executive issues and decisions as a
result of Executive’s present and former executive positions, for purposes of Sections 9 and 10 of
this Agreement, “Company” shall be interpreted to include Company and all of its direct and
indirect subsidiaries.

Executive covenants and agrees to hold in strictest confidence, and not disclose to any
person, firm or company, without the express written consent of Company, any and all of Company’s
confidential data, including but not limited to information and documents concerning Company’s
business, clients, and suppliers, market methods, files, trade secrets, or other “know-how” or
techniques or information not of a published nature or generally known (for the duration they are
not published or generally known) which shall come into Executive’s possession, knowledge, or
custody concerning the business of Company, except as such disclosure may be required by law or in
connection with Executive’s employment hereunder or except as such matters may have been known to
Executive at the time of Executive’s employment by Company. This covenant and agreement of
Executive shall survive this Agreement and continue to be binding upon Executive after the
expiration or termination of this Agreement, whether by passage of time or otherwise so long as
such information and data shall be treated as confidential by Company.

10. RESTRICTIVE COVENANTS.

(a) Covenant not to Compete. In consideration of Company’s agreements contained herein and the
payments to be made by it to Executive pursuant hereto, Executive agrees that, for a period of time
equal to the time remaining in the Initial Term or any Renewal Term (or if, but only if, a court or
tribunal of final authority finds that this period is unenforceable because it is unreasonably
long, then, if it would shorten the duration, for six months) following the termination of
Executive’s employment for any reason and so long as Company is continuously not in material
default of its obligations to provide payments or employment-type benefits to Executive hereunder
or under any other agreement, covenant, or obligation, Executive will not, without prior written
consent of Company, consult with or act as an advisor to another company about activity which is a
“Competing Business” of such company in the Restricted Territory, as defined below. For purposes of
this Agreement, Executive shall be deemed to be engaged in a “Competing Business” if, in any
capacity, including proprietor, shareholder, partner, officer, director or employee, Executive
engages or participates, directly or indirectly, in the operation, ownership or management of the
activity of any proprietorship, partnership, company or other business entity which activity is
competitive with the then actual business in which Company and/or its operating subidiaries and
affiliates are engaged on the date of, or any business contemplated by such entities’ business
plans in effect on the date of notice of, Executive’s termination of employment. Nothing in this
subparagraph is intended to limit Executive’s ability to own equity in a public company
constituting less than one percent (1%) of the outstanding equity of such company, when Executive
is not actively engaged in the management thereof.

 

7

 

(b) Non-Solicitation. Executive recognizes that Company’s clients are valuable and proprietary
resources of Company. Accordingly, Executive agrees that for a period of time following the
termination of Executive’s employment for any reason equal to the time remaining in the Initial
Term or any Renewal Term (or if, but only if, a court or tribunal of final authority finds that
this period is unenforceable because it is unreasonably long, then, if it would shorten the
duration, for six months), and only so long as Company is continuously not in material default of
its obligations to provide payments or employment-type benefits to Executive hereunder or under any
other agreement, covenant, or obligation, Executive will not directly or indirectly, through
Executive’s own efforts or through the efforts of another person or entity, solicit business in the
Restricted Territory for or in connection with any Competing Business from any individual or entity
which obtained products or services from Company at any time during Executive’s employment with
Company, Executive will not solicit business for or in connection with a Competing Business from
any individual or entity which may have been solicited by Executive on behalf of Company, and
Executive will not solicit, hire or engage employees of Company who would have the skills and
knowledge necessary to enable or assist efforts by Executive to engage in a Competing Business.

(c) Restricted Territory. Executive and Company understand and agree that Company’s business
is not geographically restricted and is unrelated to the physical location of Company facilities or
the physical location of any Competing Business, due to extensive use of the Internet, telephones,
facsimile transmissions and other means of electronic information and product distribution.
Executive and Company further understand and agree that Executive will, in part, work toward
expanding Company’s markets and geographic business territories, and will be compensated for
performing this work on behalf of Company.

Accordingly, Company has a protectable business interest in, and the parties intend the
Restricted Territory to encompass, each and every location from which Exectutive could engage in a
Competing Business in any country, state, province, county or other political subdivision in which
Company has clients, employees, suppliers, distributors or other business partners or operations.
If, but only if, this Restricted Territory is held to be invalid on the ground that it is
unreasonably broad, the Restricted Territory shall include each location from which Executive can
conduct business in any of the following locations: each state in the United States in which
Company conducts sales or operations, each province within Canada in which Company conducts sales
or operations, and each political subdivision of the United Kingdom in which Company conducts sales
or operations. If, but only if, this Restricted Territory is held to be invalid on the grounds
that it is unreasonably broad, then the Restricted Territory shall be any location within a fifty
(50) mile radius of any Company office.

(d) Remedies: Reasonableness. Executive acknowledges and agrees that a breach by Executive of
the provisions of this Section 10 will constitute such damage as will be irreparable and the exact
amount of which will be impossible to ascertain and, for that reason, agrees that Company will be
entitled to an injunction to be issued by any court of competent jurisdiction restraining and
enjoining Executive from violating the provisions of this Section. The right to an injunction shall
be in addition to and not in lieu of any other remedy available to Company for such breach or
threatened breach, including the recovery of damages from Executive.

Executive expressly acknowledges and agrees that: (1) the Restrictive Covenants contained
herein are reasonable as to time and geographical area and do not place any unreasonable burden
upon Executive; (2) the general public will not be harmed as a result of enforcement of these
Restrictive Covenants; and (3) Executive understands and hereby agrees to each and every term and
condition of the Restrictive Covenants set forth in this Agreement.

 

8

 

Executive also expressly acknowledges and agrees that Executive’s covenants and agreements in
this Section 10 shall survive this Agreement and continue to be binding upon Executive after the
expiration or termination of this Agreement, whether by passage of time or otherwise.

11. BENEFIT AND BINDING EFFECT.

This Agreement shall inure to the benefit of and be binding upon Company, its successors and
assigns, including but not limited to any company, person, or other entity which may acquire all or
substantially all of the assets and business of Company or any company with or into which Company
may be consolidated or merged, and Executive, Executive’s heirs, executors, administrators, and
legal representatives, provided that the obligations of Executive may not be delegated.

12. FREEDOM FROM RESTRICTIONS.

Executive represents and warrants that Executive has not entered into any agreement, whether
express, implied, oral, or written, that poses an impediment to Executive’s employment by Company
including Executive’s compliance with the terms of this Agreement. In particular, Executive is not
subject to a valid, preexisting non-competition agreement which prohibits Executive from fulfilling
Executive’s job duties as set forth in Section 2(a) of this Agreement, and no restrictions or
limitations exist respecting Executive’s ability to perform fully Executive’s obligations to
Company, including Executive’s compliance with the terms of this Agreement.

13. THIRD-PARTY TRADE SECRETS.

During the term of this Agreement, Executive agrees not to copy, refer to, or in any way use,
information that is proprietary to any third party (including any previous employer). Executive
represents and warrants that Executive has not improperly taken any documents, listings, hardware,
software, discs, or any other tangible medium that embodies proprietary information from any third
party, and that Executive does not intend to copy, refer to, or in any way use, information that is
proprietary to any third party in performing duties for Company.

14. NOTICES.

All notices hereunder shall be in writing and delivered personally or sent by United States
registered or certified mail, postage prepaid and return receipt requested:

	 	 	 	 	 
	 

	 	If to Company, to:
	 	Insight Enterprises, Inc.
	 

	 	 	 	Attn: Chief Executive Officer
	 

	 	 	 	1305 W. Auto Drive
	 

	 	 	 	Tempe, Arizona 85284
	 
	 	 	 	 
	 

	 	With a copy to:
	 	Insight Enterprises, Inc.
	 

	 	 	 	Attn: Legal Department
	 

	 	 	 	1305 West Auto Drive
	 

	 	 	 	Tempe, Arizona 85284
	 
	 	 	 	 
	 

	 	If to Executive, to:
	 	Catherine Eckstein
	 

	 	 	 	13026 East Saddlehorn Trail
	 

	 	 	 	Scottsdale, Arizona 85259

 

9

 

Either party may change the address to which notices are to be sent to it by giving ten (10) days
written notice of such change of address to the other party in the manner above provided for giving
notice. Notices will be considered delivered on personal delivery or on the date of deposit in the
United States mail in the manner provided for giving notice by mail.

15. NONDELEGABILITY OF EXECUTIVE’S RIGHTS AND COMPANY ASSIGNMENT RIGHTS.

The obligations, rights and benefits of Executive hereunder are personal and may not be
delegated, assigned or transferred in any manner whatsoever, nor are such obligations, rights or
benefits subject to involuntary alienation, assignment or transfer. Upon reasonable notice to
Executive, Company may transfer Executive to an affiliate of Company, which affiliate shall assume
the obligations of Company under this Agreement. This Agreement shall be assigned automatically to
any entity merging with or acquiring Company or its business.

16. SEVERABILITY.

If any term or provision of this Agreement is declared by a court or tribunal of competent
jurisdiction to be invalid or unenforceable for any reason, this Agreement shall remain in full
force and effect, and either (1) the invalid or unenforceable provision shall be modified to the
minimum extent necessary to make it valid and enforceable or (2) if such a modification is not
possible, this Agreement shall be interpreted as if such invalid or unenforceable provision were
not a part hereof.

17. ARBITRATION.

The parties agree that any and all disputes arising out of the terms of this Agreement, their
interpretation, or Executive’s employment or compensation, shall be subject to binding arbitration
in Maricopa County, Arizona, before the American Arbitration Association under its National Rules
for the Resolution of Employment Disputes, or by a judge to be mutually agreed upon. The parties
agree that the prevailing party in any arbitration shall be entitled to injunctive relief in any
court of competent jurisdiction to enforce the arbitration award. The parties agree that if
Company initiates the arbitral proceedings, it shall advance the costs of the arbitration. If
Executive initiates the arbitral proceedings, Executive shall pay the lesser of $200.00 or the
initial filing fee Executive would have had to pay if Executive had initiated the case in Maricopa
County courts. Company shall advance the remaining arbitration costs. The prevailing party in any
arbitration shall be awarded its reasonable attorney’s fees and costs.

18. COUNTERPARTS.

This Agreement may be executed in counterparts, each of which shall be deemed to be an
original, but which together shall constitute one and the same instrument.

 

10

 

19. ENTIRE AGREEMENT.

The entire understanding and agreement between the parties has been incorporated into this
Agreement, and this Agreement supersedes all other agreements and understandings between Executive
and Company with respect to the relationship of Executive with Company, except with respect to
other continuing or future stock option, health, benefit and similar plans or agreements.

20. GOVERNING LAW.

This Agreement and Executive’s employment shall be governed in all respects by the laws of the
State of Arizona as governs transactions occurring entirely within Arizona among Arizona residents,
except as preempted by Federal Law.

21. DEFINITIONS.

Throughout this Agreement, certain defined terms will be identified by the capitalization of
the first letter of the defined word or the first letter of each substantive word in a defined
phrase. Whenever used, these terms will be given the indicated meaning.

22. TERMINATION OF EMPLOYMENT.

The termination of this Agreement by either party also shall result in the termination of
Executive’s employment relationship with Company in the absence of an express written agreement
providing to the contrary. Neither party intends that any oral employment relationship continue
after the termination of this Agreement.

23. TIME IS OF THE ESSENCE.

Company and Executive agree that time is of the essence with respect to the duties and
performance of the covenants and promises of this Agreement.

24. CONSTRUCTION. 

This Agreement is the result of negotiation between Company and Executive and both have had
the opportunity to have this Agreement reviewed by their legal counsel and other advisors.
Accordingly, this Agreement shall not be construed for or against Company or Executive, regardless
of which party drafted the provision at issue. The language in all parts of this Agreement shall
in all cases be construed as a whole according to its fair meaning and not strictly for or against
either party. The Section headings contained in this Agreement are for reference purposes only and
will not affect the meaning or interpretation of this Agreement in any way. Whenever the words
“include,” “includes,” or “including” are used in the Agreement, they shall be deemed to be
followed by the words “without limitation.

 

11

 

	 	 	 	 	 
	 	Company:

Insight Enterprises, Inc.,

a Delaware corporation

 	 
	 	By:  	/s/ Rich Fennessy
 	 
	 	 	Name:  	Rich Fennessy 	 
	 	 	Title:  	Chief Executive Officer 	 
	 
	 	Executive:

 	 
	 	/s/ Catherine Eckstein
 	 
	 	Catherine Eckstein 	 
	 	 	 

 

12

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