Document:

EX-10.2

INSIGHT ENTERPRISES, INC.

6820 South Harl Avenue

Tempe, Arizona 85283

September 7, 2009

Mr. Anthony A. Ibargüen

1430 Kyneton Road

Villanova, PA 19085

Dear Tony:

This letter agreement (the “Agreement”) sets forth the terms and conditions of your
employment as the Interim President and Chief Executive Officer of Insight Enterprises, Inc.
(“Insight” or the “Company”).

1. Position. You will serve as Interim President and Chief Executive Officer (“Interim
CEO”) of the Company, and you will be responsible for such duties as are normally associated with
such positions and as otherwise determined by the Board of Directors of the Company (the
“Board”). In addition to those matters that specifically require Board approval, you agree that
you will consult with the Board on any decisions you make while employed as Interim CEO that are
likely to have a material impact on the Company, its operations or its future financial results.
You further agree that you will regularly and fully communicate with the Board concerning the
general management of the Company.

You will be expected to perform your duties faithfully and to the best of your ability, on a
full time basis. You agree that, while serving as Interim CEO of the Company, you will not,
without the prior written consent of the Board, directly or indirectly, provide any material
services to any other entity or individual; provided however, that you may
continue to serve as a member of the boards of directors of those other entities on which you
currently serve as of the date of this Agreement. You will continue to serve as a member of the
Board; however, you agree that, as of the acceptance date of this Agreement, you hereby resign
from your membership on the Audit and Compensation committees of the Board.

2. Compensation.

(a) Base Salary: While serving as Interim CEO pursuant to this Agreement, you will be paid
an annualized base salary of $750,000 (pro-rated for the period of employment as Interim CEO),
less payroll deductions and all required tax withholdings. Your salary will be paid in
accordance with the Company’s regular payroll practices applicable to its employees, as in effect
from time to time.

(b) Bonus: At the Board’s discretion, you shall be eligible to receive a bonus based upon
criteria as determined by the Board in its sole discretion. Any such bonus shall be paid to you
in no event later than the date that is two-and-one-half (21/2) months following the end of the
taxable year (of you, or the Company, whichever is later) in which such bonus is earned by you
and deemed vested for purposes of Section 409A of the Code (as defined herein).

(c) Director’s Fees and Outstanding Equity Awards: Pursuant to the Company’s policy
regarding directors’ fees, you will not receive any separate compensation or fees in connection
with your performance of duties or services as an employee-director member of the Board,
effective beginning September 7, 2009 and continuing during your period of employment by the
Company. Any outstanding equity awards held by you, including any awards of restricted stock
units, shall continue to vest according to the terms and conditions of such awards in connection
with your continued performance of duties and services as a member of the Board.

3. Employee Benefits.

(a) Group Health Plan Participation: You will be eligible to participate in all group
health benefit plans, programs, and arrangements available to employees of the Company generally,
subject to the terms and conditions of those group health benefit plans, as may be amended from
time to time.

(b) Vacation: To the extent you are eligible to accrue vacation under the Company’s
vacation plans and policies, you will be entitled to accrue paid vacation at the same level as
that of the prior President and CEO, in accordance with such plans and policies, as in effect
from time to time.

4. Reimbursement of Expenses. You shall be entitled to reimbursement for all reasonable
and prudent, out-of-pocket expenses you incur in connection with the performance of your duties
hereunder, including reasonable costs associated with commuting to and from the Company’s
headquarters and temporary lodging. All expenses incurred under this Section 4 will be
reimbursed in accordance with the applicable policies and procedures of the Company;
provided, however, that any amounts reimbursed in one taxable year will not
affect the amounts eligible for reimbursement by the Company in a different taxable year, and all
reimbursements must be made no later than December 31 of the calendar year following the calendar
year in which the expense was incurred.

5. At-Will Employment. Your employment is strictly at-will and is for no specific
period. As a result, you are free to resign at any time, for any reason, or for no reason
following delivery to the Company of two (2) weeks prior written notice. Similarly, the Company
may terminate your employment at any time, for any reason, following delivery to you of two (2)
weeks prior written notice .

6. General Provisions.

(a) In the event that you are still employed as the Interim CEO of the Company on December
31, 2009, the Board agrees to enter into good faith negotiations with you concerning the terms
under which you will continue to provide service to the Company.

(b) This Agreement supersedes any other agreements or promises made to you by anyone at the
Company, whether oral or written, and comprises the final, complete, and exclusive agreement
between you and the Company with respect to the matters addressed herein.

(c) This Agreement shall be governed by the laws of the state of Arizona, without regard to
its principles of conflicts or choice of laws.

(d) This Agreement may be modified only by a written instrument duly executed by you and an
authorized representative of the Company.

(e) This Agreement may be executed by the parties in separate counterparts, each of which,
when so executed and delivered, shall be an original, but all of which, when taken as a whole,
shall constitute one and the same instrument.

(SIGNATURE PAGE FOLLOWS)

Please sign and date this Agreement below and return it to me as soon as possible but in no
event later than September 7, 2009, to indicate your agreement to the terms and conditions
described herein. If accepted, this Agreement and your employment with the Company, will be
effective on September 7, 2009.

We look forward to your favorable reply and to a productive and enjoyable work relationship.

Sincerely,

Insight Enterprises, Inc.

By: /s/ Timothy A. Crown

Timothy A. Crown,

Chairman of the Board

Agreed and accepted:

Anthony A. Ibargüen

/s/ Anthony A. Ibargüen

Date: September 7, 2009EX-4.1

Supplemental Agreement

between

The Royal Bank of Scotland plc acting as agent for National Westminster Bank Plc

and

Sytner Group Limited

Our ref: 454890/CDO4/JP/A27

THIS IS AN IMPORTANT DOCUMENT. YOU SHOULD TAKE INDEPENDENT LEGAL ADVICE BEFORE SIGNING AND
SIGN ONLY IF YOU WANT TO BE LEGALLY BOUND.

THIS SUPPLEMENTAL AGREEMENT is made between:-

	(1)	 	The Royal Bank of Scotland plc (“RBS”) acting as agent for National Westminster Bank Plc; and

	(2)	 	Sytner Group Limited Company Number 02883766 (the ’’Borrower’’)

to set out the basis on which RBS acting as agent for National Westminster Bank Plc and the
Borrower have agreed to amend the agreement entered into between RBS acting as agent for National
Westminster Bank Plc and the Borrower dated 31 August 2006 as subsequently amended (the
“Agreement") setting out the terms and conditions upon and subject to which National Westminster
Bank Plc (the “Bank") agreed to make available to the Borrower a multi-option facility of
£70,000,000 (increased to £80,000,000 by Supplemental Agreement dated 29 September 2008) (the
“Facility").

Accordingly:-

	1	 	All words and expressions defined in the Agreement unless the context otherwise requires,
shall have the same meanings in this Supplemental Agreement.

	2	 	The terms and conditions of this Supplemental Agreement shall not come into effect unless the
following conditions are satisfied:-

	 	(a)	 	the Bank has received and is satisfied with the duplicate of this Supplemental
Agreement signed on behalf of the Borrower; and

	 	(b)	 	the Bank has received and is satisfied with a certified copy of the Resolution of
the Board of Directors of the Borrower approving the transaction contemplated by this
Supplemental Agreement and authorising a specified person to sign this Supplemental
Agreement.

The Bank and Borrower have agreed to make the following changes to the Agreement :-

3 The amount of the Facility as detailed in Clause 1.1 of the Agreement and within the definition
of “Facility Limit” in Clause 1.2 of the Agreement shall be deleted and replaced with the increased
amount of £100,000,000.

4 The definition of “Expiry Date” in Clause 1.2 of the Agreement shall be deleted and replaced
with the following definition :–

“Expiry Date” means 31 August 2013

5 Paragraph 2 of Schedule 1 of the Agreement shall be deleted and replaced with the following;-

	 	(2)	 	The Margin for the Facility will be as set out in Column B below and
shall be determined against the ratio of Consolidated Net Borrowings to
Consolidated EBITDA as set out in Column A below :-

	 	 	 	 	 
	Column A	 	Column B
	Greater than 2.5:1

	 	 	3.00	%
	 

	 	 	 	 
	Greater than 2.0:1 or equal to 2.5:1

	 	 	2.25	%
	 

	 	 	 	 
	Greater than 1.5:1 or equal to 2.0:1

	 	 	1.55	%
	 

	 	 	 	 
	Greater than 1.0:1 or equal to 1.5:1

	 	 	1.35	%
	 

	 	 	 	 
	Greater than 0.7:1 or equal to 1.0:1

	 	 	1.20	%
	 

	 	 	 	 
	Less than or equal to 0.7:1

	 	 	1.10	%
	 

	 	 	 	 

6 Clause 3.7 of the Agreement shall be deleted and replaced with the following Clause 3.7:-

	 	3.7	 	At any time after an event of default has occurred, which has not been
waived or remedied, the Bank shall be entitled to charge interest at a rate of
3.50% per annum above the rate determined by the Bank in terms of Clause 3.4 (or
such other rate as may be determined by the Bank and notified to the Borrower from
time to time) on the aggregate of the Fixtures and any outstanding interest up to
the earlier of (i) the date on which such Event of Default has been remedied and
(ii) the date on which the Fixtures and any other amount outstanding under this
Agreement have been paid in full. Interest shall be payable at the rate both before
and after demand, court decree or judgement.

7 Clause 4.6 (a) of the Agreement shall be deleted and replaced with the following Clause 4.6 (a):-

	 	(a)	 	In relation to a Bond denominated in Sterling to a beneficiary in the
United Kingdom at a rate equivalent to the Margin per annum or part thereof; and

8 Clause 11.1 (a) of the Agreement shall be deleted and replaced with the following Clause 11.1
(a):-

EBITAR:Interest and Rental Payable

	 	(a)	 	the ratio of Consolidated EBITAR to Consolidated Interest and Rental
Payable shall not be less than 1.5:1 up to and including 31 March 2010 and then not
less than 1.55:1 thereafter.

	9	 	The Borrower shall pay to the Bank within 7 days following the execution of this Supplemental
Agreement a fee of £360,000 in consideration of the changes set out in this Supplemental
Agreement.

	10	 	All other terms and conditions of the Agreement remain unaltered and shall continue in full
force and effect.

	11	 	This Supplemental Agreement and the Agreement shall, as from the date of this Supplemental
Agreement, be read and construed together as constituting the agreement between RBS acting as
agent for the Bank and the Borrower. This Supplemental Agreement is a Finance Document.

Signed for and on behalf of RBS acting as agent for the Bank

/s/ Russell Garner-Jones

Date September 4, 2009

The Borrower hereby accepts the above terms and conditions

Signed for and on behalf of Borrower in accordance with the authority held by the Bank

/s/ Mark Carpenter

Date September 3, 2009

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