EXECUTIVE EMPLOYMENT AGREEMENT Insight Enterprises, Inc. (the “Company”) and Glynis A Bryan (“Executive”) (together, the “Parties”) entered into an executive employment agreement as of December 16, 2007, which was subsequently amended and restated as...

EXECUTIVE EMPLOYMENT AGREEMENT Insight Enterprises, Inc. (the “Company”) and Xxxxxx X Xxxxx (“Executive”) (together, the “Parties”) entered into an executive employment agreement as of December 16, 2007, which was subsequently amended and restated as of January 1, 2009 (the “Prior Agreement”). The Parties desire to enter into this Executive Employment Agreement (this “Agreement”) to replace the Prior Agreement and to set forth the terms and conditions of Executive’s employment with the Company effective as of August 30, 2024 (the “Effective Date”). NOW, THEREFORE, for good and valuable consideration, the receipt and sufficiency of which is hereby acknowledged, the Company and Executive agree as follows: 1. Position and Title. The Company will employ Executive as its Chief Financial Officer (“CFO”) through December 31, 2024. Subject to the terms and conditions of this Agreement, Executive agrees to resign as CFO and to continue in the employ of the Company in the capacity of Executive Vice President as of January 1, 2025 (the “Transition Date”). 2. Employment Commencement Date. Executive commenced her employment as CFO of the Company under the terms of the Prior Agreement on December 17, 2007. 3. Duties and Responsibilities. For the period preceding the Transition Date, Executive shall have such duties and responsibilities as are consistent with Executive’s position as CFO of the Company, as determined by the CEO. For the period following the Transition Date, Executive will report to the Company’s CEO and shall have such substantive consulting and advisory duties and responsibilities as are determined by the CEO. Such duties shall include advice related to (i) M&A activities, (ii) operational improvements, and (iii) financing matters. In each case, Executive shall perform her duties faithfully and to the best of her ability. 4. Location. The location of Executive’s principal place of employment shall be in the Company’s principal executive offices; provided, however, that Executive shall travel and perform occasional services outside of this area as reasonably required for the proper performance of Executive’s duties under this Agreement. 5. Term. Except as provided for in the limited termination provisions set forth in Section 7 below, the term of Executive’s employment under this Agreement shall commence on the Effective Date and shall continue until March 31, 2026 (the “Term”). 6. Compensation and Benefits. (a) Current Base Salary. Executive shall continue to receive an annualized base salary at the rate of $696,000 (the “Current Base Salary”), payable in accordance with the Company’s payroll practices in effect from time to time. The Current Base Salary shall continue in effect until the Transition Date. (b) New Base Salary. Following the Transition Date, Executive will no longer receive the Current Base Salary and will instead receive, throughout the Term of the Agreement, an annualized base salary at the rate of $200,000 (the “New Base

selected by the Company certifies that Executive is unable, despite reasonable accommodation, to perform the essential functions of her current position due to physical or mental illness, injury or other medical condition for a period of not less than six (6) full months in any twelve (12)-month period; (c) After ten (10) days’ written notice by the Company to Executive stating that Executive’s employment is being terminated without “Cause” (as defined below); (d) After ten (10) days’ written notice by the Executive to the Company stating that Executive is resigning from her employment with the Company for any reason other than “Good Reason” (as defined herein); (e) Immediately upon written notice by the Company to Executive for Cause. For purposes of this Agreement, “Cause” shall be defined as: (i) Executive’s indictment or conviction of a felony or the plea of guilty or nolo contendere to a felony charge; (ii) Executive’s gross misconduct or gross neglect related to Executive’s duties; or (iii) Executive’s commission of any fraud, misappropriation, gross misconduct, or embezzlement in connection with Executive’s duties under the Agreement. (f) As provided in this Section 7(f), upon written notice by Executive to the Company stating that Executive is resigning from her employment with the Company for “Good Reason.” For purposes of this Agreement, “Good Reason” shall be defined as: (i) Material diminution in Executive’s authority, duties or responsibilities without her consent; or (ii) A reduction in Executive’s Current Base Salary or New Base Salary, as applicable, without her consent, other than as part of a Company salary reduction program that includes all other senior executives of the Company; provided, however, that Executive must resign within 180 days of the initial occurrence of either of the foregoing circumstances and must provide written notice to the Board of the facts and circumstances she alleges constitute Good Reason within ninety (90) days of the first occurrence of such fact or circumstance or Executive shall be deemed to have waived Executive’s right to terminate for Good Reason with respect to any such facts or circumstances; provided, further, that neither of the actions set forth in (i) and (ii) above shall constitute Good Reason if the action is cured or otherwise remedied by the Company within thirty (30) business days after receiving written notice from the Executive. For the avoidance of doubt, Executive and Company agree that Executive’s resignation as the CFO

(f) 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 the 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 10. The right to an injunction shall be in addition to and not in lieu of any other remedy available to the 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 in this Section 11 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. (g) Prior Agreements. Executive has previously entered into covenants and agreements with the Company with respect to the subject matter covered by this Section 10. Executive and the Company agree that such prior covenants and agreements shall be amended by this Section 10 and that this Section 10 shall control for purposes of any other plan, program or agreement, including, but not limited to, any equity or equity-like awards, with the Company with respect to the subject matter covered by this Section 10. (h) Survival of Covenants. Executive 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. (i) Company Defined. For purposes of this Section 10, the “Company” shall be interpreted to include the Company and all of its direct and indirect subsidiaries. 11. Applicable Law. This Agreement and any disputes or claims arising hereunder shall be construed in accordance with, governed by and enforced under the laws of the State of Arizona without regard for any rules of conflicts of law. 12. Company Policies. (a) General Company Policies. Except where inconsistent with the terms of this Agreement, Executive agrees that she will be subject to, and comply with, the employment policies and procedures established by the Company from time to time. (b) Company Stock Ownership Guidelines. Executive agrees that she will be subject to the Company’s stock ownership guidelines. (c) Clawback. To the extent required by law or Company policy, the Company may require Executive to repay to the Company any bonus or other incentive-based or equity-based compensation paid to Executive. For example, in accordance with

six months following her termination of employment (or upon her death, if earlier). In addition, for purposes of this Agreement, each amount to be paid or benefit to be provided to the Executive pursuant to this Agreement shall be construed as a separate identified payment for purposes of Section 409A. (d) With respect to expenses eligible for reimbursement or in-kind benefits, if any, provided under the terms of the Agreement, (i) the amount of such expenses eligible for reimbursement or in-kind benefits provided in any taxable year shall not affect the expenses eligible for reimbursement or in-kind benefits provided in another taxable year, (ii) any reimbursements of such expenses and the provision of any in- kind benefits shall be made no later than the end of the calendar year following the calendar year in which the related expenses were incurred, except, in each case, to the extent that the right to reimbursement does not provide for a “deferral of compensation” within the meaning of Section 409A, and (iii) the right to reimbursement or in-kind benefit shall not be subject to liquidation or exchange for another benefit. (e) For purposes of Section 409A, the right to a series of installment payments under this Agreement shall be treated as a right to a series of separate payments under Treasury Regulation Section 1.409A-2(b)(2)(iii). 16. Dispute Resolution. The Parties agree that any controversy, dispute or claim arising out of or relating to the Agreement or breach thereof, including without limitation Executive’s employment with or separation of employment from Company, and all claims, to the extent allowable by law, that Company or any of its representatives engaged in conduct prohibited on any basis under any federal, state, or local statute, including federal or state discrimination statutes or public policy, shall be resolved by final, binding and conclusive arbitration in Maricopa County, Arizona, with a sole arbitrator to be mutually agreed upon by the Parties. The Parties shall bear equally the cost of the arbitrator. The arbitration shall occur within thirty (30) days of selection of the arbitrator and shall be administered by the American Arbitration Association under its Employment Arbitration Rules and judgment upon the award rendered by the arbitrator may be entered in any court having jurisdiction thereof. Any arbitration award may, in the discretion of the arbitrator, include reasonable attorneys’ fees and costs of the prevailing party. “Attorneys’ fees and costs” mean all reasonable pre-award expenses, administrative fees, travel expenses, out- of-pocket expenses such as copying and telephone costs, witness fees and attorneys’ fees. Any award of attorney’s fees and costs to which Executive may be entitled shall be paid by Company, on or before December 31 of the calendar year following the year of the conclusion of the arbitration. Either party may apply to the arbitrator to seek injunctive relief until the arbitration award is rendered or the matter is otherwise resolved. Notwithstanding the foregoing, either party also may, without waiving any remedy under the Agreement, seek from any court having jurisdiction any interim or provisional relief, including a temporary restraining order, an injunction both preliminary and final, and any other appropriate equitable relief, that is necessary to protect the rights or property of that party, pending the retention and decision of the arbitrator. 17. No Conflict. Executive hereby represents and warrants that she is under no conflicting duty or contractual or other legal obligation that would prevent her from executing this Agreement or performing the duties of CFO of the Company.