NSIT / Insight Enterprises, Inc. - Pemfailan SEC, Laporan Tahunan, Penyata Proksi

Insight Enterprises, Inc.
US ˙ NasdaqGS ˙ US45765U1034

Statistik Asas
LEI 529900S8991TYW6YP792
CIK 932696
SEC Filings
All companies that sell securities in the United States must register with the Securities and Exchange Commission (SEC) and file reports on a regular basis. These reports include company annual reports (10K, 10Q), news updates (8K), investor presentations (found in 8Ks), insider trades (form 4), ownership reports (13D, and 13G), and reports related to the specific securities sold, such as registration statements and prospectus. This page shows recent SEC filings related to Insight Enterprises, Inc.
SEC Filings (Chronological Order)
Halaman ini menyediakan senarai kronologi lengkap bagi Pemfailan SEC, tidak termasuk pemfailan pemilikan yang kami sediakan di tempat lain.
July 31, 2025 EX-10.2

Fifth Amendment to Credit Agreement, dated as of June 16, 2025, by and among Insight Enterprises, Inc., the subsidiaries of Insight Enterprises, Inc. party thereto as borrowers and guarantors, JPMorgan Chase Bank, N.A., as administrative agent, and the lenders party thereto

exhibit102 1 EXHIBIT 10.2 Portions of this exhibit have been omitted pursuant to Item 601(b)(10)(iv) of Regulation S-K promulgated under the Securities Act because the information is (i) not material and (ii) the type that the registrant treats as private or confidential. Information that has been omitted has been noted in this document with a placeholder identified by the mark “[***]”. FIFTH AMEN

July 31, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 31, 2025 INSIGHT ENTERPRISES,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 31, 2025 INSIGHT ENTERPRISES, INC.

July 31, 2025 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS SECOND QUARTER RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS SECOND QUARTER RESULTS CHANDLER, AZ – July 31, 2025 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter ended June 30, 2025. Results include: •Consolidated net sales decreased 3%, year to year while hardware net sales increased 2%, year over year •Gross profit d

July 31, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: June 30, 2025 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT ENT

July 31, 2025 EX-99.2

© 2025 Insight. All Rights Reserved. 1 Insight Enterprises, Inc. Second Quarter 2025 Earnings Conference Call and Webcast © 2025 Insight. All Rights Reserved. 2 Disclosures ◦ Safe harbor statement This presentation includes “forward-looking statement

exhibit992 © 2025 Insight. All Rights Reserved. 1 Insight Enterprises, Inc. Second Quarter 2025 Earnings Conference Call and Webcast © 2025 Insight. All Rights Reserved. 2 Disclosures ◦ Safe harbor statement This presentation includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995 related to Insight’s plans and expectations. Statements that

May 27, 2025 EX-99.1

INSIGHT ENTERPRISES PURCHASES APPROXIMATELY $80 MILLION OF ITS COMMON STOCK FROM VALUEACT CAPITAL May 27, 2025 CHANDLER, Ariz.--(BUSINESS WIRE)-- Insight Enterprises, Inc. (Nasdaq: NSIT) (Insight) today announced that it has entered into a stock repu

exhibit991 INSIGHT ENTERPRISES PURCHASES APPROXIMATELY $80 MILLION OF ITS COMMON STOCK FROM VALUEACT CAPITAL May 27, 2025 CHANDLER, Ariz.

May 27, 2025 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 26, 2025 INSIGHT ENTERPRISES, INC.

May 27, 2025 EX-10.1

Stock Purchase Agreement, dated as of May 26, 2025, by and among Insight Enterprises, Inc. and ValueAct Capital Master Fund, L.P.

EXHIBIT 10.1 SHARE REPURCHASE AGREEMENT This SHARE REPURCHASE AGREEMENT (this “Agreement”) is made and entered into as of this 26th day of May, 2025, by and among ValueAct Capital Master Fund, L.P., a British Virgin Islands limited partnership (the “Seller”) and Insight Enterprises, Inc., a Delaware corporation (the “Purchaser”). RECITALS WHEREAS, the Seller desires to sell to the Purchaser, and t

May 15, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 13, 2025 INSIGHT ENTERPRISES, I

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 13, 2025 INSIGHT ENTERPRISES, INC.

May 1, 2025 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS FIRST QUARTER RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS FIRST QUARTER RESULTS CHANDLER, AZ – May 1, 2025 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter ended March 31, 2025. Results include: •Gross profit decreased 8% year to year to $406.5 million while gross margin expanded 80 basis points to 19.3% •Cloud gros

May 1, 2025 EX-99.2

© 2025 Insight. All Rights Reserved. 1 Insight Enterprises, Inc. First Quarter 2025 Earnings Conference Call and Webcast © 2025 Insight. All Rights Reserved. 2 Disclosures ◦ Safe harbor statement This presentation includes “forward-looking statements

© 2025 Insight. All Rights Reserved. 1 Insight Enterprises, Inc. First Quarter 2025 Earnings Conference Call and Webcast © 2025 Insight. All Rights Reserved. 2 Disclosures ◦ Safe harbor statement This presentation includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995 related to Insight’s plans and expectations. Statements that are not hist

May 1, 2025 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 1, 2025 INSIGHT ENTERPRISES, INC.

May 1, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: March 31, 2025 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT EN

April 3, 2025 EX-99.1

Ex. 99.1 [Execution Version] April 2, 2025 ValueAct Capital Management, L.P. One Letterman Drive Building D, 4th Floor San Francisco, CA 94129 Ladies and Gentlemen: This information sharing and confidentiality letter agreement (this “letter agreement

Ex. 99.1 [Execution Version] April 2, 2025 ValueAct Capital Management, L.P. One Letterman Drive Building D, 4th Floor San Francisco, CA 94129 Ladies and Gentlemen: This information sharing and confidentiality letter agreement (this “letter agreement”) shall be dated as of the date hereof, by and among ValueAct Capital Management, L.P. (on behalf of itself and all of its affiliates) (“ValueAct Cap

April 3, 2025 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 28, 2025 INSIGHT ENTERPRISES, INC.

April 3, 2025 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Ame

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) þ Filed by the Registrant o Filed by a Party other than the Registrant Check the appropriate box: o Preliminary Proxy S

February 18, 2025 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 11, 2025 INSIGHT ENTERPRISES, INC.

February 14, 2025 EX-24.7

Power of Attorney for Anthony A. Ibargüen dated January

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 14, 2025 EX-24.11

Power of Attorney for Thomas Reichert dated as of January

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 14, 2025 EX-24.2

Power of Attorney for Richard E. Allen dated January 29, 2025

February 14, 2025 EX-24.9

Power of Attorney for Girish Rishi dated January

February 14, 2025 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) x Annual Report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the fiscal year ended December 31, 2024 or o Transition report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the transition period from to . Commission File Number: 0-25092 INSIGHT ENTERP

February 14, 2025 EX-24.10

Power of Attorney for Janet Foutty dated

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 14, 2025 EX-21

Subsidiaries of Insight Enterprises, Inc.

Exhibit 21 SUBSIDIARIES OF THE REGISTRANT SUBSIDIARY STATE OR OTHER JURISDICTION OF INCORPORATION OR ORGANIZATION 3683371 Canada, Inc.

February 14, 2025 EX-24.6

Power of Attorney for Catherine Courage dated January 2

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 14, 2025 EX-24.4

Power of Attorney for Alexander L. Baum dated January

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 14, 2025 EX-24.3

Power of Attorney for Bruce W. Armstrong dated January

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 14, 2025 EX-24.1

Power of Attorney for Timothy A. Crown dated January 2

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 14, 2025 EX-24.5

Power of Attorney for Linda M. Breard dated January

February 14, 2025 EX-24.8

Power of Attorney for Kathleen S. Pushor dated January 2

February 14, 2025 EX-19.1

Insight Enterprises, Inc. Insider Trading Policy

Exhibit 19.1 INSIGHT ENTERPRISES, INC. INSIDER TRADING POLICY Applicability This Insider Trading Policy (“Policy”) applies to Insight Enterprises, Inc. and all of its direct and indirect subsidiaries worldwide (here in after collectively “Insight”). The Policy applies to Insight’s Board of Directors (the “Board of Directors”) and all Insight employees, officers, contractors, and authorized represe

February 6, 2025 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 6, 2025 INSIGHT ENTERPRISES, INC.

February 6, 2025 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS FOURTH QUARTER AND FULL YEAR RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS FOURTH QUARTER AND FULL YEAR RESULTS CHANDLER, AZ – February 6, 2025 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter and full year ended December 31, 2024. Highlights include: •Gross profit increased 1% year over year to $439.6 million with gross margin expa

February 6, 2025 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2025 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Fourth Quarter and Full Year 2024 Earnings Conference Call and Webcast Insight Proprietary & Confidential.

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2025 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Fourth Quarter and Full Year 2024 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 25 Disclosures ◦ Safe harbor statement This presentation includes “fo

November 13, 2024 SC 13G/A

NSIT / Insight Enterprises, Inc. / Capital World Investors - SEC SCHEDULE 13G Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1 )* Insight Enterprises, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) September 30, 2024 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to which

October 31, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: September 30, 2024 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGH

October 31, 2024 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS THIRD QUARTER RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS THIRD QUARTER RESULTS CHANDLER, AZ – October 31, 2024 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter ended September 30, 2024. Highlights include: •Gross profit increased 6% year over year to $432.1 million with gross margin expanding 270 basis points to 20

October 31, 2024 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2024 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Third Quarter 2024 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2024 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Third Quarter 2024 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 24 Disclosures ◦ Safe harbor statement This presentation includes “forward-looking s

October 31, 2024 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 31, 2024 INSIGHT ENTERPRISES, INC.

September 11, 2024 8-K

Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 11, 2024 INSIGHT ENTERPRISES, INC.

September 4, 2024 8-K

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 3, 2024 INSIGHT ENTERPRISES, INC.

September 4, 2024 EX-10.1

Executive Employment Agreement Between Insight Enterprises, Inc. and James Morgado dated as of August 30, 2024

1 EXECUTIVE EMPLOYMENT AGREEMENT This Executive Employment Agreement (this “Agreement”) is entered into as of August 30, 2024 by and between James Morgado (“Executive”), an individual, and Insight Enterprises, Inc.

September 4, 2024 EX-10.2

Executive Employment Agreement Between Insight Enterprises, Inc. and Glynis Bryan dated as of August 30, 2024

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 of January 1, 2009 (the “Prior Agreement”). The Parties desire to enter into this Executive Employment Agreement (this “Agreement”) to replace the Pr

September 4, 2024 EX-99.1

NASDAQ: NSIT Insight Bolsters Leadership Team with New Executive Appointment and Two Board Members James Morgado named CFO; former Deloitte and BCG alums Janet Foutty and Tom Reichert join Board of Directors

EXHIBIT 99.1 NASDAQ: NSIT Insight Bolsters Leadership Team with New Executive Appointment and Two Board Members James Morgado named CFO; former Deloitte and BCG alums Janet Foutty and Tom Reichert join Board of Directors CHANDLER, Ariz., – September 3, 2024 – Insight Enterprises, Inc. (Nasdaq: NSIT) today announced the appointment of James Morgado to the role of chief financial officer, effective

August 1, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: June 30, 2024 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT ENT

August 1, 2024 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 1, 2024 INSIGHT ENTERPRISES,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 1, 2024 INSIGHT ENTERPRISES, INC.

August 1, 2024 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS SECOND QUARTER RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS SECOND QUARTER RESULTS CHANDLER, AZ – August 1, 2024 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter ended June 30, 2024. Highlights include: •Gross profit increased 5% year over year to $453.4 million with gross margin expanding 260 basis points to 21.0% •I

August 1, 2024 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2024 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Second Quarter 2024 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy o

ex992 Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2024 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Second Quarter 2024 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 24 Disclosures ◦ Safe harbor statement This presentation includes “forward-lo

May 24, 2024 EX-24.POA

2

LIMITED POWER OF ATTORNEY FOR SECTION 16 REPORTING OBLIGATIONS AND REPORTING OBLIGATIONS UNDER RULE 144 Know all by these presents, that the undersigned hereby constitutes and appoints each of Samuel C.

May 21, 2024 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 21, 2024 INSIGHT ENTERPRISES, I

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 21, 2024 INSIGHT ENTERPRISES, INC.

May 20, 2024 EX-4.1

Indenture, dated as of May 20, 2024, by and among Insight Enterprises, Inc., the guarantors party thereto and U.S. Bank Trust Company, National Association, as trustee.

EXHIBIT 4.1 INSIGHT ENTERPRISES, INC. AND EACH OF THE GUARANTORS PARTY HERETO 6.625% SENIOR NOTES DUE 2032 INDENTURE DATED AS OF MAY 20, 2024 U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS TRUSTEE TABLE OF CONTENTS Article 1 Definitions and Incorporation by Reference 1 Section 1.1 Definitions 1 Section 1.2 Other Definitions 42 Section 1.3 Rules of Construction 42 Section 1.4 Financial Calculati

May 20, 2024 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 20, 2024 INSIGHT ENTERPRISES, INC.

May 15, 2024 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 14, 2024 INSIGHT ENTERPRISES, INC.

May 15, 2024 EX-99.1

INSIGHT ENTERPRISES, INC. ANNOUNCES PRICING OF $500 MILLION OFFERING OF SENIOR NOTES

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. ANNOUNCES PRICING OF $500 MILLION OFFERING OF SENIOR NOTES CHANDLER, AZ, May 15, 2024 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) announced today that it has priced $500 million aggregate principal amount of 6.625% senior notes due 2032 (the “notes”). The Company expects to use the net proceeds of the offering

May 15, 2024 EX-99.1

FOR IMMEDIATE RELEASE NASDAQ: NSIT

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. ANNOUNCES PROPOSED $500 MILLION OFFERING OF SENIOR NOTES CHANDLER, AZ, May 15, 2024 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) announced today that it intends to offer, subject to market and other conditions, $500 million aggregate principal amount of Senior Notes due 2032 (the “notes”). The Company expects t

May 15, 2024 EX-10.1

Fourth Amendment to Credit Agreement, dated as of May 14, 2024, by and among Insight Enterprises, Inc., the subsidiaries of Insight Enterprises, Inc. party thereto as borrowers and guarantors, JPMorgan Chase Bank, N.A., as administrative agent, and the lenders party thereto.

Execution Version 899507.02-LACSR02A - MSW DB2/ 48015900.9 FOURTH AMENDMENT TO CREDIT AGREEMENT This FOURTH AMENDMENT TO CREDIT AGREEMENT (this “Amendment”), dated as of May 14, 2024, is entered into by and among (a) INSIGHT ENTERPRISES, INC., a Delaware corporation, INSIGHT NORTH AMERICA, INC., an Arizona corporation, INSIGHT DIRECT USA, INC., an Illinois corporation, INSIGHT PUBLIC SECTOR, INC.,

May 15, 2024 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 15, 2024 INSIGHT ENTERPRISES, INC.

May 13, 2024 EX-24.POA

2

LIMITED POWER OF ATTORNEY FOR SECTION 16 REPORTING OBLIGATIONS AND REPORTING OBLIGATIONS UNDER RULE 144 Know all by these presents, that the undersigned hereby constitutes and appoints each of Samuel C.

May 2, 2024 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2024 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. First Quarter 2024 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2024 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. First Quarter 2024 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 24 Disclosures ◦ Safe harbor statement This presentation includes “forward-looking s

May 2, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: March 31, 2024 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT EN

May 2, 2024 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 2, 2024 INSIGHT ENTERPRISES, INC.

May 2, 2024 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS RECORD FIRST QUARTER RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS RECORD FIRST QUARTER RESULTS CHANDLER, AZ – May 2, 2024 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter ended March 31, 2024. Highlights include: •Gross profit increased 13% year over year to a record $440.9 million with gross margin expanding 170 basis poin

May 2, 2024 EX-99.1

CFO OF INSIGHT, GLYNIS BRYAN, ANNOUNCES RETIREMENT

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT CFO OF INSIGHT, GLYNIS BRYAN, ANNOUNCES RETIREMENT CHANDLER, AZ – May 2, 2024 – Insight Enterprises, Inc. (Nasdaq: NSIT) (the “Company”), announced today that Glynis Bryan plans to retire as Chief Financial Officer effective December 31, 2024. Ms. Bryan, 65, has been with the Company since December 17, 2007. Ms. Bryan will continue to serve as the Ch

May 2, 2024 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 2, 2024 INSIGHT ENTERPRISES, IN

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 2, 2024 INSIGHT ENTERPRISES, INC.

April 4, 2024 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Ame

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) þ Filed by the Registrant o Filed by a Party other than the Registrant Check the appropriate box: o Preliminary Proxy S

February 22, 2024 EX-24.8

Power of Attorney for

February 22, 2024 EX-24.4

Power of Attorney for

February 22, 2024 EX-97.1

Insight Enterprises, Inc. Clawback Policy

Exhibit 97.1 INSIGHT ENTERPRISES, INC. CLAWBACK POLICY I.Introduction. The Board of Directors (the “Board”) of Insight Enterprises, Inc. (the “Company”) hereby adopts this Policy (the “Policy”) to provide for the recovery of erroneously awarded incentive-based compensation from certain executive officers. This Policy shall be effective as of October 2, 2023 (the “Effective Date”) and shall superse

February 22, 2024 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) x Annual Report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the fiscal year ended December 31, 2023 or o Transition report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the transition period from to . Commission File Number: 0-25092 INSIGHT ENTERP

February 22, 2024 EX-24.6

Power of Attorney for

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 22, 2024 EX-24.7

Power of Attorney for

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 22, 2024 EX-10.18

Executive Employment Agreement Between Insight Enterprises, Inc. and Rob Green dated as of December 19, 2023

24030018.6 1 EXECUTIVE EMPLOYMENT AGREEMENT This Executive Employment Agreement (this “Agreement”) is entered into as of December 19, 2023 (the “Effective Date”) by and between Robert Green (“Executive”), an individual, and Insight Enterprises, Inc., (the “Company”) (together, the “Parties”). WHEREAS, the Company desires to continue to employ Executive on a full-time basis and the Executive desire

February 22, 2024 EX-24.2

Power of Attorney for Richard E. Allen dated

February 22, 2024 EX-21

Subsidiaries of Insight Enterprises, Inc.

Exhibit 21 SUBSIDIARIES OF THE REGISTRANT SUBSIDIARY STATE OR OTHER JURISDICTION OF INCORPORATION OR ORGANIZATION 3683371 Canada, Inc.

February 22, 2024 EX-24.3

Power of Attorney for Bruce W. Armstrong dated January

February 22, 2024 EX-24.5

Power of Attorney for

February 22, 2024 EX-24.9

Power of Attorney for

February 22, 2024 EX-24.1

Power of Attorney for Timothy A. Crown dated January 26, 2024

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 21, 2024 EX-24.POA

LIMITED POWER OF ATTORNEY FOR SECTION 16 REPORTING OBLIGATIONS AND REPORTING OBLIGATIONS UNDER RULE 144

LIMITED POWER OF ATTORNEY FOR SECTION 16 REPORTING OBLIGATIONS AND REPORTING OBLIGATIONS UNDER RULE 144 Know all by these presents, that the undersigned hereby constitutes and appoints each of Samuel C.

February 15, 2024 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2024 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Fourth Quarter and Full Year 2023 Earnings Conference Call and Webcast Insight Proprietary & Confidential.

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2024 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Fourth Quarter and Full Year 2023 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 24 Disclosures ◦ Safe harbor statement This presentation includes “fo

February 15, 2024 8-K/A

Financial Statements and Exhibits, Completion of Acquisition or Disposition of Assets

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K/A CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 1, 2023 INSIGHT ENTERPRISES, INC.

February 15, 2024 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS FOURTH QUARTER AND FULL YEAR RESULTS Strong execution leads to record gross margin for the fourth quarter and full year

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS FOURTH QUARTER AND FULL YEAR RESULTS Strong execution leads to record gross margin for the fourth quarter and full year CHANDLER, AZ – February 15, 2024 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter and full year ended December 31, 2023. Highlights include

February 15, 2024 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 15, 2024 INSIGHT ENTERPRISES, INC.

February 13, 2024 SC 13G/A

NSIT / Insight Enterprises, Inc. / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SC 13G/A 1 tv01191-insightenterprisesin.htm SCHEDULE 13G/A SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 14)* Name of issuer: Insight Enterprises Inc Title of Class of Securities: Common Stock CUSIP Number: 45765U103 Date of Event Which Requires Filing of this Statement: December 29, 2023 Check the appropriate box t

February 9, 2024 SC 13G/A

NSIT / Insight Enterprises, Inc. / DIMENSIONAL FUND ADVISORS LP - SEC SCHEDULE 13G Passive Investment

SC 13G/A 1 SEC13GFiling.htm SEC SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 17 )* Insight Enterprises Inc (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) December 29, 2023 (Date of Event Which Requires Filing of this Statement) Check the appropriate b

February 9, 2024 SC 13G

NSIT / Insight Enterprises, Inc. / Capital World Investors - SEC SCHEDULE 13G Passive Investment

SC 13G 1 SEC13GFiling.htm SEC SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. )* Insight Enterprises, Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) December 29, 2023 (Date of Event Which Requires Filing of this Statement) Check the appropriate box

December 1, 2023 EX-99.2

1Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved. Insight Enterprises Acquires SADA Conference Call and Webcast 2Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023

1Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved. Insight Enterprises Acquires SADA Conference Call and Webcast 2Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved.Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights

December 1, 2023 8-K

Regulation FD Disclosure, Financial Statements and Exhibits, Completion of Acquisition or Disposition of Assets

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 1, 2023 INSIGHT ENTERPRISES, INC.

December 1, 2023 EX-99.1

INSIGHT ACQUIRES SADA, SIX-TIME GOOGLE CLOUD PARTNER OF THE YEAR

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ACQUIRES SADA, SIX-TIME GOOGLE CLOUD PARTNER OF THE YEAR •Insight reinforces its unique position as a leading Solutions Integrator, offering market-leading multicloud solutions at scale •SADA is an elite Google Cloud Premier Partner that strengthens Insight’s digital transformation capabilities and accelerates the growth of Insight’s cloud se

December 1, 2023 EX-2.1

Equity Purchase Agreement, dated as of October 25, 2023, by and among Insight Enterprises, Inc., SADA Systems, Inc., Verse Holdco, Inc., and the stockholders of Verse Holdco, Inc.

EXHIBIT 2.1 EQUITY PURCHASE AGREEMENT by and among SADA SYSTEMS, INC., THE PURCHASER NAMED HEREIN, VERSE HOLDCO, INC., THE STOCKHOLDERS NAMED HEREIN, AND THE LEAD STOCKHOLDER NAMED HEREIN OCTOBER 25, 2023 i TABLE OF CONTENTS Page ARTICLE I DEFINITIONS ................................................................................................................... 1 Section 1.1 Certain Defined Te

November 2, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: September 30, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGH

November 2, 2023 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 2, 2023 INSIGHT ENTERPRISES, INC.

November 2, 2023 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS THIRD QUARTER RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS THIRD QUARTER RESULTS CHANDLER, AZ – November 2, 2023 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter ended September 30, 2023. Highlights include: •Gross profit increased 2% year over year to $408.9 million with gross margin expanding 220 basis points to 18

November 2, 2023 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Third Quarter 2023 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Third Quarter 2023 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 23 Disclosures ◦ Safe harbor statement This presentation includes “forward-looking s

August 3, 2023 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Second Quarter 2023 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy o

ex-992xearningspresentat Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Second Quarter 2023 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 23 Disclosures ◦ Safe harbor statement This presentation i

August 3, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 3, 2023 INSIGHT ENTERPRISES,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 3, 2023 INSIGHT ENTERPRISES, INC.

August 3, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: June 30, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT ENT

August 3, 2023 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS SECOND QUARTER RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS SECOND QUARTER RESULTS CHANDLER, AZ – August 3, 2023 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter ended June 30, 2023. Highlights include: •Gross profit decreased 1% year to year to $433.2 million with gross margin expanding 240 basis points to a record 1

May 26, 2023 8-K/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K/A CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 17, 2023 INSIGHT ENTERPRISES,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K/A CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 17, 2023 INSIGHT ENTERPRISES, INC.

May 19, 2023 S-8

Insight Enterprises, Inc. 2023 Employee Stock Purchase Plan

As filed with the Securities and Exchange Commission on May 18, 2023 Registration No.

May 19, 2023 EX-FILING FEES

Filing Fee Table

Exhibit 107.1 Calculation of Filing Fee Table Form S-8 (Form Type) Insight Enterprises, Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Share Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Equity Common stock, par value

May 19, 2023 EX-99.1

Insight Enterprises, Inc. 2023 Employee Stock Purchase Plan

exhibit991 Exhibit 99.1 1 INSIGHT ENTERPRISES, INC. 2023 EMPLOYEE STOCK PURCHASE PLAN EFFECTIVE DATE: May 17, 2023 APPROVED BY STOCKHOLDERS: May 17, 2023 EXPIRATION DATE: May 17, 2033 ARTICLE 1 ESTABLISHMENT; PURPOSE; GLOSSARY 1.1 ESTABLISHMENT. Insight Enterprises, Inc. (the “Company”), hereby establishes the Insight Enterprises, Inc. Employee Stock Purchase Plan (the “Plan”). The Plan is intende

May 18, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 17, 2023 INSIGHT ENTERPRISES, I

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 17, 2023 INSIGHT ENTERPRISES, INC.

May 17, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 17, 2023 INSIGHT ENTERPRISES, I

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 17, 2023 INSIGHT ENTERPRISES, INC.

May 2, 2023 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. First Quarter 2023 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or

q12023-earningspresentat Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. First Quarter 2023 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 23 Disclosures ◦ Safe harbor statement This presentation in

May 2, 2023 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS FIRST QUARTER RESULTS AND CONFIRMS FULL YEAR GUIDANCE

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS FIRST QUARTER RESULTS AND CONFIRMS FULL YEAR GUIDANCE CHANDLER, AZ – May 2, 2023 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter ended March 31, 2023. Highlights include: •Gross profit increased 3% year over year to $391.3 million with gross margin expanding

May 2, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: March 31, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT EN

May 2, 2023 EX-10.1

Employment Agreement between Insight Enterprises, Inc. and Sumana Nallapti dated as of March 20, 2022

exhibit101 1 EXECUTIVE EMPLOYMENT AGREEMENT This Executive Employment Agreement (this “Agreement”) is entered into as of March 20, 2022 by and between Sumana Nallapti (“Executive”), an individual, and Insight Enterprises, Inc.

May 2, 2023 EX-10.2

Employment Agreement between Insight Enterprises, Inc. and Adrian Gregory, dated as of October 05, 2022

exhibit102 .. .:. Insight: •· October 4, 2022 Adrian Gregory Farleigh The Clears Reigate Surrey RH2 9JL UK Dear Adrian: On behalf of Insight, it is my pleasure to extend an offer to you for the position of President of EMEA (a Section 16 Officer at Insight), reporting to me, with a target effective start date on or about January 2, 2023, subject to agreement on an official leave date with your cur

May 2, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 2, 2023 INSIGHT ENTERPRISES, IN

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 2, 2023 INSIGHT ENTERPRISES, INC.

April 4, 2023 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Ame

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) þ Filed by the Registrant o Filed by a Party other than the Registrant Check the appropriate box: o Preliminary Proxy S

February 17, 2023 SC 13D/A

NSIT / Insight Enterprises, Inc. / VA Partners I, LLC - SCHEDULE 13D/A Activist Investment

SC 13D/A 1 nsit13da602172023.htm SCHEDULE 13D/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 6) INSIGHT ENTERPRISES, INC. (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) Jason Breeding, Esq. Sonia Muscatine, Esq. ValueAct Capital One Letterman Drive, Building D, Fo

February 16, 2023 EX-10.22

Second Amendment to Credit Agreement, dated as of December 31, 2021, by and among Insight Enterprises, Inc., the subsidiaries of Insight Enterprises, Inc. party thereto as borrowers and grantors, JPMorgan, N.A., as administrative agent, and the lenders party thereto

Exhibit 10.22 SECOND AMENDMENT TO CREDIT AGREEMENT This SECOND AMENDMENT TO CREDIT AGREEMENT (this “Amendment”), dated as of December 30, 2021, is entered into by and among (a) INSIGHT ENTERPRISES, INC., a Delaware corporation, INSIGHT NORTH AMERICA, INC., an Arizona corporation, INSIGHT DIRECT USA, INC., an Illinois corporation, INSIGHT PUBLIC SECTOR, INC., an Illinois corporation, INSIGHT RECEIV

February 16, 2023 EX-24.3

Power of Attorney for Bruce W. Armstrong dated

February 16, 2023 EX-24.9

Power of Attorney for Alexander L. Baum dated

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 16, 2023 EX-24.6

Power of Attorney for Anthony A. Ibargüen dated

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 16, 2023 EX-24.4

Power of Attorney for Linda M. Breard dated

February 16, 2023 EX-24.5

Power of Attorney for Catherine Courage dated February

KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A.

February 16, 2023 EX-24.8

Power of Attorney for Girish Rishi dated

February 16, 2023 EX-24.7

Power of Attorney for Kathleen S. Pushor dated

February 16, 2023 EX-24.2

Power of Attorney for Richard E. Allen dated

97H January RE Allen

February 16, 2023 EX-24.1

Power of Attorney for Timothy A. Crown dated

EX-24.1 5 powerofattorneyfortimoth.htm EX-24.1 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A. Mullen, Glynis A. Bryan and Samuel C. Cowley his true and lawful attorneys−in−fact and agents, for him, and in his name, place and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10−K for the fiscal year en

February 16, 2023 EX-21

Subsidiaries of Insight Enterprises, Inc.

Exhibit 21 SUBSIDIARIES OF THE REGISTRANT SUBSIDIARY STATE OR OTHER JURISDICTION OF INCORPORATION OR ORGANIZATION 3683371 Canada, Inc.

February 16, 2023 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) x Annual Report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the fiscal year ended December 31, 2022 or o Transition report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the transition period from to . Commission File Number: 0-25092 INSIGHT ENTERP

February 10, 2023 SC 13G/A

NSIT / Insight Enterprises, Inc. / DIMENSIONAL FUND ADVISORS LP - SEC SCHEDULE 13G Passive Investment

SC 13G/A 1 SEC13GFiling.htm SEC SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 16 )* Insight Enterprises Inc (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) December 30, 2022 (Date of Event Which Requires Filing of this Statement) Check the appropriate b

February 9, 2023 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS FOURTH QUARTER AND RECORD FULL YEAR RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS FOURTH QUARTER AND RECORD FULL YEAR RESULTS CHANDLER, AZ – February 9, 2023 – Insight Enterprises, Inc. (NASDAQ: NSIT) (the “Company”) today reported financial results for the quarter and full year ended December 31, 2022. Highlights include: •Gross profit increased 9% to $420.6 million with gross margin expanding 18

February 9, 2023 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 9, 2023 INSIGHT ENTERPRISES, INC.

February 9, 2023 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Fourth Quarter and Full Year 2022 Earnings Conference Call and Webcast Insight Proprietary & Confidential.

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2023 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Fourth Quarter and Full Year 2022 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 23 Disclosures ◦ Safe harbor statement This presentation includes “fo

February 9, 2023 SC 13G/A

NSIT / Insight Enterprises, Inc. / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SC 13G/A 1 tv01151-insightenterprisesin.htm SCHEDULE 13G/A SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 13)* Name of issuer: Insight Enterprises Inc. Title of Class of Securities: Common Stock CUSIP Number: 45765U103 Date of Event Which Requires Filing of this Statement: December 30, 2022 Check the appropriate box

November 10, 2022 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 9, 2022 INSIGHT ENTERPRISES, INC.

November 3, 2022 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Third Quarter 2022 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or

Insight Proprietary & Confidential. Do Not Copy or Distribute. ? 2022 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Third Quarter 2022 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. ? 2022 Insight Direct USA, Inc. All Rights Reserved. 2 Disclosures ? Safe harbor statement This presentation includes ?forward-looking st

November 3, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: September 30, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGH

November 3, 2022 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS THIRD QUARTER 2022 RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS THIRD QUARTER 2022 RESULTS CHANDLER, AZ ? November 3, 2022 ? Insight Enterprises, Inc. (NASDAQ: NSIT) (the ?Company?) today reported financial results for the quarter ended September 30, 2022. Highlights include: ?Gross profit increased 10% year over year to $399.3 million ?Earnings from operations increased 9% year

November 3, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 3, 2022 INSIGHT ENTERPRISES, INC.

October 12, 2022 EX-99.1

DEE BURGER President, Insight North America STAN LEQUIN President, Solutions MATT JACKSON Vice President, Consulting Services PHIL RICKSON Vice President, Services APAC JASON RADER Chief Information Security Officer GLYNIS BRYAN Chief Financial Offic

DEE BURGER President, Insight North America STAN LEQUIN President, Solutions MATT JACKSON Vice President, Consulting Services PHIL RICKSON Vice President, Services APAC JASON RADER Chief Information Security Officer GLYNIS BRYAN Chief Financial Officer JOYCE MULLEN President & CEO Safe harbor statement? This presentation includes ?forward-looking statements? within the meaning of the Private Securities Litigation Reform Act of 1995 related to Insight?s plans and expectations.

October 12, 2022 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 11, 2022 INSIGHT ENTERPRISES, INC.

September 19, 2022 8-K

Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 14, 2022 INSIGHT ENTERPRISES, INC.

August 19, 2022 SC 13D/A

NSIT / Insight Enterprises, Inc. / VA Partners I, LLC - SCHEDULE 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 5) INSIGHT ENTERPRISES, INC. (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) Jason Breeding, Esq. Sonia Muscatine, Esq. ValueAct Capital One Letterman Drive, Building D, Fourth Floor San Francisco, CA 94129 (415) 362-370

August 4, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 4, 2022 INSIGHT ENTERPRISES, INC.

August 4, 2022 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Second Quarter 2022 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy o

Insight Proprietary & Confidential. Do Not Copy or Distribute. ? 2022 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. Second Quarter 2022 Earnings Conference Call and Webcast Insight Proprietary & Confidential. Do Not Copy or Distribute. ? 2022 Insight Direct USA, Inc. All Rights Reserved. 2 Disclosures ? Safe harbor statement This presentation includes ?forward-looking s

August 4, 2022 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS RECORD SECOND QUARTER 2022 RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS RECORD SECOND QUARTER 2022 RESULTS CHANDLER, AZ ? August 4, 2022 ? Insight Enterprises, Inc. (NASDAQ: NSIT) (the ?Company?) today reported record financial results for the quarter ended June 30, 2022. Highlights include: ?Net sales increased 23% year over year to a new record $2.74 billion ?Gross profit increased 19%

August 4, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: June 30, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT ENT

August 4, 2022 EX-10.1

Executive Employment Agreement between Insight Enterprises, Inc. and Jennifer M. Vasin dated as of July 19, 2022

1 EXECUTIVE EMPLOYMENT AGREEMENT This Executive Employment Agreement (this ?Agreement?) is entered into as of July 19, 2022 by and between Jennifer M.

July 26, 2022 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 22, 2022 INSIGHT ENTERPRISES, INC.

July 26, 2022 EX-10.1

Third Amendment to Credit Agreement, dated as of July 22, 2022, by and among Insight Enterprises, Inc., the subsidiaries of Insight Enterprises, Inc. party thereto as borrowers and grantors, JPMorgan, N.A., as administrative agent, and the lenders party thereto

EXHIBIT 10.1 DB2/ 43465222.6 THIRD AMENDMENT TO CREDIT AGREEMENT This THIRD AMENDMENT TO CREDIT AGREEMENT (this ?Amendment?), dated as of July 22, 2022, is entered into by and among (a) INSIGHT ENTERPRISES, INC., a Delaware corporation, INSIGHT NORTH AMERICA, INC., an Arizona corporation, INSIGHT DIRECT USA, INC., an Illinois corporation, INSIGHT PUBLIC SECTOR, INC., an Illinois corporation, INSIG

May 18, 2022 SC 13D/A

NSIT / Insight Enterprises, Inc. / VA Partners I, LLC - SCHEDULE 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 4) INSIGHT ENTERPRISES, INC. (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) Jason Breeding, Esq. Sonia Muscatine, Esq. ValueAct Capital One Letterman Drive, Building D, Fourth Floor San Francisco, CA 94129 (415) 362-370

May 18, 2022 8-K

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 18, 2022 INSIGHT ENTERPRISES, INC.

May 5, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 5, 2022 INSIGHT ENTERPRISES, INC.

May 5, 2022 EX-10.1

Executive Employment Agreement between Insight Enterprises, Inc. and Daniel Burger dated as of March 15, 2022

Exhibit 10.1 EXECUTIVE EMPLOYMENT AGREEMENT This Executive Employment Agreement (this ?Agreement?) is entered into as of March , 2022 by and between Daniel (Dee) Burger (?Executive?), an individual, and Insight Enterprises, Inc., (the ?Company?) (together, the ?Parties?). WHEREAS, the Company desires to employ Executive on a full-time basis and the Executive desires to be so employed, subject to t

May 5, 2022 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2022 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. First Quarter 2022 Earnings Conference Call and Webcast Exhibit 99.2 Insight Proprietary & Confidential. D

Insight Proprietary & Confidential. Do Not Copy or Distribute. ? 2022 Insight Direct USA, Inc. All Rights Reserved. 1 Insight Enterprises, Inc. First Quarter 2022 Earnings Conference Call and Webcast Exhibit 99.2 Insight Proprietary & Confidential. Do Not Copy or Distribute. ? 2022 Insight Direct USA, Inc. All Rights Reserved. 2 Disclosures ? Safe harbor statement This presentation includes ?forwa

May 5, 2022 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS RECORD FIRST QUARTER 2022 RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS RECORD FIRST QUARTER 2022 RESULTS CHANDLER, AZ ? May 5, 2022 ? Insight Enterprises, Inc. (NASDAQ: NSIT) (the ?Company?) today reported financial results for the quarter ended March 31, 2022. Highlights include: ?Net sales increased 21% year over year to a record $2.65 billion ?Gross profit increased 14% year over yea

May 5, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: March 31, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT EN

April 6, 2022 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Ame

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) ? Filed by the Registrant o Filed by a Party other than the Registrant Check the appropriate box: o Preliminary Proxy S

February 18, 2022 EX-10.15

xecutive Employment Agreement between Insight Enterprises, Inc. and James A. Morgado dated as of January 17, 2022

Exhibit 10.15 EXECUTIVE EMPLOYMENT AGREEMENT This Executive Employment Agreement (this ?Agreement?) is entered into as of January 17, 2022 by and between James Morgado (?Executive?), an individual, and Insight Enterprises, Inc., (the ?Company?) (together, the ?Parties?). WHEREAS, the Company desires to employ Executive on a full-time basis and the Executive desires to be so employed, subject to th

February 18, 2022 EX-24.4

Power of Attorney for Linda M. Breard dated February 10, 2022

Exhibit 24.4 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A. Mullen, Glynis A. Bryan, and Samuel C. Cowley her true and lawful attorneys?in?fact and agents, for her, and in her name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2021, and any a

February 18, 2022 EX-24.9

Power of Attorney for Alexander L. Baum dated February 11, 2022

Exhibit 24.9 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A. Mullen, Glynis A. Bryan and Samuel C. Cowley his true and lawful attorneys?in?fact and agents, for him, and in his name, place and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2021 and any and

February 18, 2022 EX-24.8

Power of Attorney for Girish Rishi dated February 14, 2022

Exhibit 24.8 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A. Mullen, Glynis A. Bryan, and Samuel C. Cowley his true and lawful attorneys?in?fact and agents, for his, and in his name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2021, and any a

February 18, 2022 EX-10.7

Restricted Stock Unit Agreement Template for Performance-Based (Relative Total Shareholder Return Performance Goal) Awards

Exhibit 10.7 PERFORMANCE SHARE UNIT AWARD AGREEMENT This Performance Share Unit Award Agreement (this ?Agreement?) is made and entered into effective as of the date listed below in Section 1 (the ?Grant Date?), by and between Insight Enterprises, Inc. (the ?Company?) and the individual whose name is listed below in Section 2. The terms and conditions of this Performance Share Unit Award (the ?Awar

February 18, 2022 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Table of contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) x Annual Report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the fiscal year ended December 31, 2021 or o Transition report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the transition period from to . Commission File Number: 0-25

February 18, 2022 EX-10.6

Restricted Stock Unit Agreement Template for Performance-Based (ROIC) Awards

Exhibit 10.6 RESTRICTED STOCK UNIT AWARD AGREEMENT This Restricted Stock Unit Award Agreement (this ?Agreement?) is made and entered into effective as of the date listed below in Section 1 (the ?Grant Date?), by and between Insight Enterprises, Inc. (the ?Company?) and the individual whose name is listed below in Section 2 (?Employee? or ?you?). The terms and conditions of this Restricted Stock Un

February 18, 2022 EX-24.1

Power of Attorney for Timothy A. Crown dated February 10, 2022

Exhibit 24.1 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A. Mullen, Glynis A. Bryan and Samuel C. Cowley his true and lawful attorneys?in?fact and agents, for him, and in his name, place and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2021 and any and

February 18, 2022 EX-24.3

Power of Attorney for Bruce W. Armstrong dated February 10, 2022

Exhibit 24.3 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A. Mullen, Glynis A. Bryan, and Samuel C. Cowley his true and lawful attorneys?in?fact and agents, for him, and in his name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2021, and any a

February 18, 2022 SC 13D/A

NSIT / Insight Enterprises, Inc. / VA Partners I, LLC - SCHEDULE 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 3) INSIGHT ENTERPRISES, INC. (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) Jason Breeding, Esq. Sonia Muscatine, Esq. ValueAct Capital One Letterman Drive, Building D, Fourth Floor San Francisco, CA 94129 (415) 362-370

February 18, 2022 EX-24.7

Power of Attorney for Kathleen S. Pushor dated February 14, 2022

Exhibit 24.7 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A. Mullen, Glynis A. Bryan, and Samuel C. Cowley her true and lawful attorneys?in?fact and agents, for her, and in her name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2021, and any a

February 18, 2022 EX-24.6

Power of Attorney for Anthony A. Ibargüen dated February

Exhibit 24.6 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A. Mullen, Glynis A. Bryan, and Samuel C. Cowley his true and lawful attorneys?in?fact and agents, for him, and in his name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2021, and any a

February 18, 2022 EX-21

Subsidiaries of Insight Enterprises, Inc.

Exhibit 21 SUBSIDIARIES OF THE REGISTRANT SUBSIDIARY STATE OR OTHER JURISDICTION OF INCORPORATION OR ORGANIZATION 3683371 Canada, Inc.

February 18, 2022 EX-10.5

Restricted Stock Unit Agreement Template for Service-Based Awards

Exhibit 10.5 RESTRICTED STOCK UNIT AWARD AGREEMENT This Restricted Stock Unit Award Agreement (this ?Agreement?) is made and entered into effective as of the date listed below in Section 1 (the ?Grant Date?), by and between Insight Enterprises, Inc. (the ?Company?) and the individual whose name is listed below in Section 2 (?Employee? or ?you?). The terms and conditions of this Restricted Stock Un

February 18, 2022 EX-24.2

Power of Attorney for Richard E. Allen dated February 10, 2022

Exhibit 24.2 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A. Mullen, Glynis A. Bryan, and Samuel C. Cowley his true and lawful attorneys?in?fact and agents, for him, and in his name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2021, and any a

February 18, 2022 EX-24.5

Power of Attorney for Catherine Courage dated February 14, 2022

Exhibit 24.5 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Joyce A. Mullen, Glynis A. Bryan, and Samuel C. Cowley her true and lawful attorneys?in?fact and agents, for her, and in her name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2021, and any a

February 17, 2022 8-K

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 15, 2022 INSIGHT ENTERPRISES, INC.

February 17, 2022 EX-99.1

NOMINATION AND COOPERATION AGREEMENT

Exhibit 99.1 NOMINATION AND COOPERATION AGREEMENT This Nomination and Cooperation Agreement (the ?Agreement?), dated February 14, 2022 (the ?Effective Date?), is by and among Insight Enterprises, Inc. (the ?Company?) and the persons and entities listed on Schedule A (collectively, the ?ValueAct Group,? and individually a ?member? of the ValueAct Group and, together with the Company, the ?Parties,?

February 17, 2022 EX-99.2

INSIGHT ANNOUNCES NEW BOARD DIRECTOR

EXHIBIT 99.2 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ANNOUNCES NEW BOARD DIRECTOR TEMPE, AZ ? February 17, 2022 ? Insight Enterprises, Inc. (NASDAQ: NSIT) the global technology provider of end-to-end secure digital transformation solutions and services, (the ?Company?), today announced that it named Alexander L. Baum as an independent director to its board. Mr. Baum, is a partner at San Francis

February 10, 2022 EX-99.1

INSIGHT ENTERPRISES, INC. REPORTS RECORD FOURTH QUARTER AND FULL YEAR 2021 RESULTS

EXHIBIT 99.1 FOR IMMEDIATE RELEASE NASDAQ: NSIT INSIGHT ENTERPRISES, INC. REPORTS RECORD FOURTH QUARTER AND FULL YEAR 2021 RESULTS TEMPE, AZ ? February 10, 2022 ? Insight Enterprises, Inc. (NASDAQ: NSIT) (the ?Company?) today reported financial results for the quarter and full year ended December 31, 2021. Highlights include: ?Net sales increased 13% to a record $9.44 billion for the full year ?Gr

February 10, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 10, 2022 INSIGHT ENTERPRISES, INC.

February 10, 2022 SC 13G/A

NSIT / Insight Enterprises, Inc. / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 12)* Name of issuer: Insight Enterprises Inc. Title of Class of Securities: Common Stock CUSIP Number: 45765U103 Date of Event Which Requires Filing of this Statement: December 31, 2021 Check the appropriate box to designate the rule pursuant to which this Schedule is fi

February 10, 2022 EX-99.2

Insight Proprietary & Confidential. Do Not Copy or Distribute. © 2019 Insight Direct USA, Inc. All Rights Reserved. 1Insight Presentation Insight Enterprises, Inc. Fourth Quarter and Full Year 2021 Earnings Conference Call and Webcast Exhibit 99.2 In

Insight Proprietary & Confidential. Do Not Copy or Distribute. ? 2019 Insight Direct USA, Inc. All Rights Reserved. 1Insight Presentation Insight Enterprises, Inc. Fourth Quarter and Full Year 2021 Earnings Conference Call and Webcast Exhibit 99.2 Insight Proprietary & Confidential. Do Not Copy or Distribute. ? 2019 Insight Direct USA, Inc. All Rights Reserved. 2 Agenda ? Disclosures ? CEO Comment

February 8, 2022 SC 13G/A

NSIT / Insight Enterprises, Inc. / DIMENSIONAL FUND ADVISORS LP - SEC SCHEDULE 13G Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 15 )* Insight Enterprises Inc (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) December 31, 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to which th

January 4, 2022 8-K

Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 31, 2021 INSIGHT ENTERPRISES, INC.

November 4, 2021 EX-99.2

Insight Enterprises, Inc. Third Quarter 2021 Earnings Conference Call and Webcast

Insight Enterprises, Inc. Third Quarter 2021 Earnings Conference Call and Webcast Exhibit 99.2 Insight Enterprises, Inc. Third Quarter 2021 Earnings Conference Call and Webcast Agenda Disclosures CEO Commentary Commitment to Long-Term Priorities Third Quarter 2021 Highlights Cloud Migration ? Shift to Digital Headquarters Diverse Solutions Offerings Business and Leadership Recognitions CFO Comment

November 4, 2021 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: September 30, 2021 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGH

November 4, 2021 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 4, 2021 INSIGHT ENTERPRISES, INC.

November 4, 2021 EX-99.1

Insight Enterprises, Inc. Reports ThirD QUARTER 2021 results

Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT Insight Enterprises, Inc. Reports ThirD QUARTER 2021 results TEMPE, AZ ? November 4, 2021 ? Insight Enterprises, Inc. (Nasdaq: NSIT) (the ?Company?) today reported financial results for the quarter ended September 30, 2021. Highlights include: ? Net sales increased 26% year over year to $2.45 billion ? Gross profit increased 19% year over year to $36

October 18, 2021 8-K

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 14, 2021 INSIGHT ENTERPRISES, INC.

October 18, 2021 EX-10.2

Employment Agreement between Insight Enterprises, Inc. and Kenneth T. Lamneck dated as of October 14, 2021

EX-10.2 3 nsit-ex10221.htm EX-10.2 EMPLOYMENT AGREEMENT BETWEEN THE COMPANY AND KEN LAMNECK Exhibit 10.2 EXECUTIVE EMPLOYMENT AGREEMENT Insight Enterprises, Inc. (the “Company”) and Kenneth T. Lamneck (“Executive”) (together, the “Parties”) entered into an executive employment agreement as of December 14, 2009 (the “Prior Agreement”). The Parties desire to enter into this Executive Employment Agre

October 18, 2021 EX-99.1

insight announces new President and CEO

Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT insight announces new President and CEO TEMPE, AZ ? October 18, 2021 ? Insight Enterprises, Inc. (Nasdaq: NSIT) the global integrator of Insight Intelligent Technology Solutions? for organizations of all sizes, (the ?Company?), today announced that Joyce Mullen has been named as President and Chief Executive Officer, effective January 1, 2022. Ken La

October 18, 2021 EX-10.1

Employment Agreement between Insight Enterprises, Inc. and Joyce Mullen effective October 14, 2021

Exhibit 10.1 EXECUTIVE EMPLOYMENT AGREEMENT This Executive Employment Agreement (this ?Agreement?) is entered into as of October 14, 2021 by and between Joyce Mullen (?Executive?), an individual, and Insight Enterprises, Inc., (the ?Company?) (together, the ?Parties?). WHEREAS, the Company desires to promote Executive and employ Executive on a full-time basis and the Executive desires to be so emp

August 5, 2021 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: June 30, 2021 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT ENT

August 5, 2021 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 5, 2021 INSIGHT ENTERPRISES, INC.

August 5, 2021 EX-99.1

Insight Enterprises, Inc. Reports SECOND QUARTER 2021 results

Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT Insight Enterprises, Inc. Reports SECOND QUARTER 2021 results TEMPE, AZ ? August 5, 2021 ? Insight Enterprises, Inc. (Nasdaq: NSIT) (the ?Company?) today reported financial results for the quarter ended June 30, 2021. Highlights include: ? Net sales increased 13% year over year to $2.23 billion ? Gross profit increased 13% year over year to $366.7 mi

August 5, 2021 EX-99.2

Agenda Disclosures CEO Commentary Second Quarter 2021 Highlights Emerging Technology: Artificial Intelligence and Computer Vision Diverse Solutions Offerings Business and Leadership Recognitions CFO Commentary Second Quarter 2021 Financial Highlights

Insight Enterprises, Inc. Second Quarter 2021 Earnings Conference Call and Webcast Exhibit 99.2 Agenda Disclosures CEO Commentary Second Quarter 2021 Highlights Emerging Technology: Artificial Intelligence and Computer Vision Diverse Solutions Offerings Business and Leadership Recognitions CFO Commentary Second Quarter 2021 Financial Highlights by Region Cashflow and Debt Covenants 2021 Outlook Cl

July 20, 2021 SC 13D/A

NSIT / Insight Enterprises, Inc. / VA Partners I, LLC - SC 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 2) INSIGHT ENTERPRISES, INC. (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) Jason Breeding, Esq. Sonia Muscatine, Esq. ValueAct Capital One Letterman Drive, Building D, Fourth Floor San Francisco, CA 94129 (415) 362-370

June 8, 2021 SC 13D/A

NSIT / Insight Enterprises, Inc. / VA Partners I, LLC - SC 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 1) INSIGHT ENTERPRISES INC (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) Jason Breeding, Esq. Sonia Muscatine, Esq. ValueAct Capital One Letterman Drive, Building D, Fourth Floor San Francisco, CA 94129 (415) 362-3700

May 20, 2021 8-K

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 19, 2021 INSIGHT ENTERPRISES, INC.

May 17, 2021 SC 13D

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 INSIGHT ENTERPRISES INC (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) Jason Breeding, Esq. Sonia Muscatine, Esq. ValueAct Capital One Letterman Drive, Building D, Fourth Floor San Francisco, CA 94129 (415) 362-3700 (Name, Address and

May 6, 2021 EX-99.1

Insight Enterprises, Inc. Reports first QUARTER 2021 results

Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT Insight Enterprises, Inc. Reports first QUARTER 2021 results TEMPE, AZ ? May 6, 2021 ? Insight Enterprises, Inc. (Nasdaq: NSIT) (the ?Company?) today reported financial results for the quarter ended March 31, 2021. Highlights include: ? Net sales increased 2% year over year to $2.2 billion ? Earnings from operations increased 27% to $67.0 million ? A

May 6, 2021 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 6, 2021 INSIGHT ENTERPRISES, INC.

May 6, 2021 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 6, 2021 INSIGHT ENTERPRISES, INC.

May 6, 2021 EX-10.1

Insight Enterprises, Inc. Executive Management Separation Plan effective as of August 29, 2019

Exhibit 10.1 INSIGHT ENTERPRISES, INC. EXECUTIVE MANAGEMENT SEPARATION PLAN Effective August 29, 2019 TABLE OF CONTENTS Page ARTICLE I INTRODUCTION ARTICLE II DEFINITIONS 2.1 Definitions1 ARTICLE III ELIGIBILITY AND PARTICIPATION 3.1 Eligibility4 3.2 Certain Employees Ineligible for Benefits4 ARTICLE IV QUALIFYING EVENT 4.1 Benefits Due to Qualifying Event Only5 ARTICLE V EVENTS THAT DO NOT TRIGGE

May 6, 2021 10-Q

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: March 31, 2021 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT EN

May 6, 2021 EX-99.2

Agenda Disclosures CEO Commentary First Quarter 2021 Highlights Solutions Focused Commitment to Long-Term Priorities Investing in Our Business CFO Commentary First Quarter 2021 Financial Highlights by Region Cashflow and Debt Covenants 2021 Outlook C

Insight Enterprises, Inc. First Quarter 2021 Earnings Conference Call and Webcast Exhibit 99.2 Agenda Disclosures CEO Commentary First Quarter 2021 Highlights Solutions Focused Commitment to Long-Term Priorities Investing in Our Business CFO Commentary First Quarter 2021 Financial Highlights by Region Cashflow and Debt Covenants 2021 Outlook Closing Comments Disclosures Safe harbor statement This

May 6, 2021 EX-99.1

President and CEO of Insight, Ken Lamneck, announces planned retirement

Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT President and CEO of Insight, Ken Lamneck, announces planned retirement TEMPE, AZ ? May 6, 2021 ? Insight Enterprises, Inc. (Nasdaq: NSIT) the global integrator of Insight Intelligent Technology Solutions? for organizations of all sizes, (the ?Company?), announced today that Ken Lamneck plans to retire as President and Chief Executive Officer effecti

April 6, 2021 DEF 14A

- DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant Filed by a Party other than the Registrant Check the appropriate box: Preliminary Proxy Statement CONFIDENTIAL, F

February 17, 2021 EX-24.1

Power of Attorney for Timothy A. Crown dated February 5, 2021

Exhibit 24.1 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan and Samuel C. Cowley his true and lawful attorneys?in?fact and agents, for him, and in his name, place and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2020 and any a

February 17, 2021 EX-24.8

Power of Attorney for Girish Rishi dated February 12, 2021

Exhibit 24.8 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley her true and lawful attorneys?in?fact and agents, for her, and in her name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2020, and an

February 17, 2021 EX-24.4

Power of Attorney for Linda M. Breard dated February 6, 2021

Exhibit 24.4 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley her true and lawful attorneys?in?fact and agents, for her, and in her name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2020, and an

February 17, 2021 EX-24.5

Power of Attorney for Catherine Courage dated February 5, 2021

Exhibit 24.5 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley her true and lawful attorneys?in?fact and agents, for her, and in her name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2020, and an

February 17, 2021 EX-24.3

Power of Attorney for Bruce W. Armstrong dated February 5, 2021

Exhibit 24.3 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley his true and lawful attorneys?in?fact and agents, for him, and in his name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2020, and an

February 17, 2021 EX-21

Subsidiaries of Insight Enterprises, Inc.

Exhibit 21 SUBSIDIARIES OF THE REGISTRANT SUBSIDIARY STATE OR OTHER JURISDICTION OF INCORPORATION OR ORGANIZATION 3683371 Canada, Inc.

February 17, 2021 EX-24.6

Power of Attorney for Anthony A. Ibargüen dated February 5, 2021

Exhibit 24.6 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley his true and lawful attorneys?in?fact and agents, for him, and in his name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2020, and an

February 17, 2021 EX-24.2

Power of Attorney for Richard E. Allen dated February 5, 2021

Exhibit 24.2 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley his true and lawful attorneys?in?fact and agents, for him, and in his name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2020, and an

February 17, 2021 10-K

Annual Report - 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) / X/ Annual Report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the fiscal year ended December 31, 2020 or / / Transition report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the transition period from to . Commission File Number: 0-25092 INSIGHT E

February 17, 2021 EX-24.7

Power of Attorney for Kathleen S. Pushor dated February 5, 2021

Exhibit 24.7 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley her true and lawful attorneys?in?fact and agents, for her, and in her name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10?K for the fiscal year ended December 31, 2020, and an

February 12, 2021 SC 13G/A

SCHEDULE 13G

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 14 )* Insight Enterprises Inc (Name of Issuer) Common Stock (Title of Class of Securities) 45765U103 (CUSIP Number) December 31, 2020 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to which th

February 11, 2021 EX-99.1

Insight Enterprises, Inc. Reports fourth QUARTER and record results for the full year 2020

Insight Q4 Results February 11, 2021 Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT Insight Enterprises, Inc. Reports fourth QUARTER and record results for the full year 2020 TEMPE, AZ – February 11, 2021 – Insight Enterprises, Inc. (Nasdaq: NSIT) (the “Company”) today reported financial results for the quarter and full year ended December 31, 2020. Highlights include: • Net sales increased 8% to

February 11, 2021 EX-99.2

Agenda Disclosures CEO Commentary Fourth Quarter and Full Year 2020 Consolidated Financials 2020 Full Year Highlights Commitment to Long-Term Priorities CFO Commentary Fourth Quarter and Full Year 2020 Financial Results by Region Business Strategy Im

Insight Enterprises, Inc. Fourth Quarter and Full Year 2020 Earnings Conference Call and Webcast Exhibit 99.2 Agenda Disclosures CEO Commentary Fourth Quarter and Full Year 2020 Consolidated Financials 2020 Full Year Highlights Commitment to Long-Term Priorities CFO Commentary Fourth Quarter and Full Year 2020 Financial Results by Region Business Strategy Impacts to Profitability Cashflow and Debt

February 11, 2021 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 11, 2021 INSIGHT ENTERPRISES, INC.

February 10, 2021 SC 13G/A

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 11)*

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 11)* Name of issuer: Insight Enterprises Inc. Title of Class of Securities: Common Stock CUSIP Number: 45765U103 Date of Event Which Requires Filing of this Statement: December 31, 2020 Check the appropriate box to designate the rule pursuant to which this Schedule is fi

January 6, 2021 EX-10.1

Amendment to the Service Agreement dated October 25, 2013 between Insight Technology Solutions GmbH and Wolfgang Ebermann

Exhibit 10.1 Ergänzungsvereinbarung zum Anstellungsvertrag vom 25.10.2013 und Aufhebungsvereinbarung Amendment to the service contract, dated 25. October 2013 and Wind-up agreement Zwischen Between Insight GmbH Parkring 35 85748 Garching vertreten durch die Gesellschafterversammlung Insight GmbH Parkring 35 85748 Garching duly represented by the Shareholders’ Meeting – nachstehend: Gesellschaft –

January 6, 2021 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits - 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 31, 2020 INSIGHT ENTERPRISES, INC.

November 3, 2020 EX-99.2

Agenda Disclosures CEO Commentary Financial Highlights and Results Operating Highlights Current Environment CFO Commentary Year to Date Highlights Cashflow and Debt Covenants Financial Results by Region Taxes and Cash Flow Closing Comments

Insight Enterprises, Inc. Third Quarter 2020 Earnings Conference Call and Webcast Exhibit 99.2 Agenda Disclosures CEO Commentary Financial Highlights and Results Operating Highlights Current Environment CFO Commentary Year to Date Highlights Cashflow and Debt Covenants Financial Results by Region Taxes and Cash Flow Closing Comments Disclosures Safe harbor statement This presentation includes “for

November 3, 2020 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 3, 2020 INSIGHT ENTERPRISES, INC.

November 3, 2020 EX-10.1

Executive Employment Agreement between Insight Enterprises, Inc. and Joyce Mullen dated as of September 15, 2020

Exhibit 10.1 EXECUTIVE EMPLOYMENT AGREEMENT This Executive Employment Agreement (this “Agreement”) is entered into as of September 15, 2020 by and between Joyce Mullen (“Executive”), an individual, and Insight Enterprises, Inc., (the “Company”) (together, the “Parties”). WHEREAS, the Company desires to employ Executive on a full-time basis and the Executive desires to be so employed, subject to th

November 3, 2020 EX-99.1

Insight Enterprises, Inc. Reports THIRD QUARTER 2020 Results

Insight Q3 2020 Results, Page 1 November 3, 2020 Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT Insight Enterprises, Inc. Reports THIRD QUARTER 2020 Results TEMPE, AZ – November 3, 2020 – Insight Enterprises, Inc. (Nasdaq: NSIT) (the “Company”) today reported financial results for the quarter ended September 30, 2020. Highlights include: • Gross profit increased 11% to $307.6 million • Gross marg

November 3, 2020 10-Q

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: September 30, 2020 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGH

September 17, 2020 EX-99.1

Insight NAMES A NEW PRESIDENT OF NORTH AMERICA BUSINESS Dell Technologies veteran Joyce Mullen to lead the North America Business, as Insight secures, optimizes and transforms our clients’ businesses.

Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT Insight NAMES A NEW PRESIDENT OF NORTH AMERICA BUSINESS Dell Technologies veteran Joyce Mullen to lead the North America Business, as Insight secures, optimizes and transforms our clients’ businesses. TEMPE, AZ – September 17, 2020 – Insight Enterprises, Inc. (Nasdaq: NSIT), the global integrator of Insight Intelligent Technology Solutions™ for organ

September 17, 2020 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits - 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 17, 2020 INSIGHT ENTERPRISES, INC.

August 6, 2020 10-Q

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: June 30, 2020 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT ENT

August 6, 2020 EX-10.2

First Amendment to Credit Agreement, dated as of July 31, 2020, by and among Insight Enterprises, Inc., the subsidiaries of Insight Enterprises, Inc. party thereto as borrowers and grantors, JPMorgan, N.A., as administrative agent, and the lenders party thereto.

Exhibit 10.2 EXECUTION VERSION FIRST AMENDMENT TO CREDIT AGREEMENT This FIRST AMENDMENT TO CREDIT AGREEMENT (this “Amendment”), dated as of July 31, 2020, is entered into by and among (a) INSIGHT ENTERPRISES, INC., a Delaware corporation, INSIGHT NORTH AMERICA, INC., an Arizona corporation, INSIGHT DIRECT USA, INC., an Illinois corporation, INSIGHT PUBLIC SECTOR, INC., an Illinois corporation, INS

August 6, 2020 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 6, 2020 INSIGHT ENTERPRISES, INC.

August 6, 2020 EX-99.1

Insight Enterprises, Inc. Reports SECOND QUARTER 2020 Results

Insight Q2 2020 Results, Page 1 August 6, 2020 Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT Insight Enterprises, Inc. Reports SECOND QUARTER 2020 Results TEMPE, AZ – August 6, 2020 – Insight Enterprises, Inc. (Nasdaq: NSIT) (the “Company”) today reported financial results for the quarter ended June 30, 2020. Highlights include: • Record cash flows from operating activities • Net sales increased

August 6, 2020 EX-99.2

Agenda Opening Comments CEO Commentary Q2 2020 Priorities Second Quarter 2020 Financial Results PCM Integration Update Impact of COVID-19 on Client Engagement Current Demand Environment CFO Commentary Recent Cost Reductions Liquidity and Debt Covenan

Insight Enterprises, Inc. Second Quarter 2020 Earnings Conference Call and Webcast Exhibit 99.2 Agenda Opening Comments CEO Commentary Q2 2020 Priorities Second Quarter 2020 Financial Results PCM Integration Update Impact of COVID-19 on Client Engagement Current Demand Environment CFO Commentary Recent Cost Reductions Liquidity and Debt Covenants Financial Results by Region Taxes and Cash Flow Clo

May 21, 2020 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 20, 2020 INSIGHT ENTERPRISES, INC.

May 20, 2020 S-8

- S-8

As filed with the Securities and Exchange Commission on May 20, 2020 Registration No.

May 20, 2020 EX-99.1

Insight Enterprises, Inc. 2020 Omnibus Plan

Exhibit 99.1 INSIGHT ENTERPRISES, INC. 2020 OMNIBUS PLAN SECTION 1. Establishment, PURPOSE, Effective date & expiration date 1.1Establishment; Prior Plan Insight Enterprises, Inc. (the “Company”) hereby establishes the Insight Enterprises, Inc. 2020 Omnibus Plan (the “Plan”). The Company previously adopted the Amended Insight Enterprises, Inc. 2007 Omnibus Plan (the “Prior Plan”). The Prior Plan s

May 18, 2020 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 15, 2020 INSIGHT ENTERPRISES, INC.

May 7, 2020 10-Q

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended: March 31, 2020 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 0-25092 INSIGHT EN

May 7, 2020 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 7, 2020 INSIGHT ENTERPRISES, INC.

May 7, 2020 EX-99.2

Agenda Opening Comments CEO Commentary Liquidity and Debt Covenants First Quarter 2020 Financial Results CFO Commentary Financial results by region Taxes and cash flow Closing Comments

Insight Enterprises, Inc. First Quarter 2020 Earnings Conference Call and Webcast Exhibit 99.2 Agenda Opening Comments CEO Commentary Liquidity and Debt Covenants First Quarter 2020 Financial Results CFO Commentary Financial results by region Taxes and cash flow Closing Comments Disclosures Safe harbor statement This presentation includes “forward-looking statements” within the meaning of the Priv

May 7, 2020 EX-99.1

Insight Enterprises, Inc. Reports FIRST QUARTER 2020 Results

Insight Q1 2020 Results, Page 1 May 7, 2020 Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT Insight Enterprises, Inc. Reports FIRST QUARTER 2020 Results TEMPE, AZ – May 7, 2020 – Insight Enterprises, Inc. (Nasdaq: NSIT) (the “Company”) today reported financial results for the quarter ended March 31, 2020. Highlights include: • Cash flow from operations of $93.1 million, decreased $28.8 million yea

April 24, 2020 DEFA14A

- DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant Filed by a Party other than the Registrant Check the appropriate box: Preliminary Proxy Statement CONFIDENTIAL, F

April 8, 2020 DEF 14A

NSIT / Insight Enterprises, Inc. DEF 14A - - DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) INFORMATION REQUIRED IN PROXY STATEMENT SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant Filed by a Party other than the Registrant Check the appropriate box: Preliminary Proxy Statement CONFIDENTIAL, F

February 27, 2020 EX-99.1

Insight Enterprises, Inc. announces $50 Million stock REPURCHASE authorization

Exhibit 99.1 FOR IMMEDIATE RELEASE Nasdaq: NSIT Insight Enterprises, Inc. announces $50 Million stock REPURCHASE authorization TEMPE, AZ – February 26, 2020 – Insight Enterprises, Inc. (Nasdaq: NSIT) (the “Company”) announced today that its Board of Directors has authorized the repurchase of up to $50 million of the Company's common stock. The Company's share repurchases will be made on the open m

February 27, 2020 8-K

Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 26, 2020 INSIGHT ENTERPRISES, INC.

February 21, 2020 EX-10.5

First Amendment to the Insight Enterprises, Inc. Executive Management Separation Plan effective as of February 1, 2020

EXHIBIT 10.5 FIRST AMENDMENT TO THE INSIGHT ENTERPRISES, INC. EXECUTIVE MANAGEMENT SEPARATION PLAN Effective January 1, 2008, Insight Enterprises, Inc. (the “Company”) adopted the Insight Enterprises, Inc. Executive Management Separation Plan (the “Plan”). The Plan was most recently amended and restated effective August 29, 2019. By this instrument, the Company now desires to amend the Plan as set

February 21, 2020 10-K

Annual Report - 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) / X/ Annual Report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the fiscal year ended December 31, 2019 or / / Transition report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the transition period from to . Commission File Number: 0-25092 INSIGHT E

February 21, 2020 EX-24.3

Power of Attorney for Bruce W. Armstrong dated February 11, 2020

Exhibit 24.3 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley his true and lawful attorneys−in−fact and agents, for him, and in his name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10−K for the fiscal year ended December 31, 2019, and an

February 21, 2020 EX-24.7

Power of Attorney for Kathleen S. Pushor dated February 11, 2020

Exhibit 24.7 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley her true and lawful attorneys−in−fact and agents, for her, and in her name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10−K for the fiscal year ended December 31, 2019, and an

February 21, 2020 EX-24.8

Power of Attorney for Girish Rishi dated February 4, 2020

Exhibit 24.8 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley her true and lawful attorneys−in−fact and agents, for her, and in her name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10−K for the fiscal year ended December 31, 2019, and an

February 21, 2020 EX-21

Subsidiaries of Insight Enterprises, Inc.

Exhibit 21 SUBSIDIARIES OF THE REGISTRANT SUBSIDIARY STATE OR OTHER JURISDICTION OF INCORPORATION OR ORGANIZATION 3683371 Canada, Inc.

February 21, 2020 EX-24.6

Power of Attorney for Anthony A. Ibarguen dated February 11, 2020

Exhibit 24.6 KNOW ALL PERSONS BY THESE PRESENTS, that the undersigned hereby constitutes and appoints Kenneth T. Lamneck, Glynis A. Bryan, and Samuel C. Cowley his true and lawful attorneys−in−fact and agents, for him, and in his name, place, and stead, in any and all capacities (i) to sign the Insight Enterprises, Inc. Annual Report on Form 10−K for the fiscal year ended December 31, 2019, and an

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