NSIT

SEC source: 0000950170-25-021303 · ownership.xml · derivative · entry 3

Crump Rachael Ann Bertrandt · CIK 0001356493 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 815 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F3 · derivative.exercise_date: The restricted stock units were granted on February 20, 2022, with a three year measurement period ending December 31, 2024, against specific objectives defined in advance of the grant date and subject to achievement of the specific objectives. The restricted stock units vested February 12, 2025, when the performance results were approved by the Board of Directors Compensation Committee.

F3 · derivative.expiration_date: The restricted stock units were granted on February 20, 2022, with a three year measurement period ending December 31, 2024, against specific objectives defined in advance of the grant date and subject to achievement of the specific objectives. The restricted stock units vested February 12, 2025, when the performance results were approved by the Board of Directors Compensation Committee.

SEC source: 0000950170-25-021303 · ownership.xml · nonDerivative · entry 2

Crump Rachael Ann Bertrandt · CIK 0001356493 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,983

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-25-021303 · ownership.xml · nonDerivative · entry 1

Crump Rachael Ann Bertrandt · CIK 0001356493 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,251

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-25-021308 · ownership.xml · derivative · entry 3

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 3,469 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F3 · derivative.exercise_date: The restricted stock units were granted on February 20, 2022, with a three year measurement period ending December 31, 2024, against specific objectives defined in advance of the grant date and subject to achievement of the specific objectives. The restricted stock units vested February 12, 2025, when the performance results were approved by the Board of Directors Compensation Committee.

F3 · derivative.expiration_date: The restricted stock units were granted on February 20, 2022, with a three year measurement period ending December 31, 2024, against specific objectives defined in advance of the grant date and subject to achievement of the specific objectives. The restricted stock units vested February 12, 2025, when the performance results were approved by the Board of Directors Compensation Committee.

SEC source: 0000950170-25-021308 · ownership.xml · nonDerivative · entry 2

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,005

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-25-021308 · ownership.xml · nonDerivative · entry 1

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,093

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-25-021298 · ownership.xml · derivative · entry 3

BRYAN GLYNIS · CIK 0001270817 · Executive Vice President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 4,887 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F3 · derivative.exercise_date: The restricted stock units were granted on February 20, 2022, with a three year measurement period ending December 31, 2024, against specific objectives defined in advance of the grant date and subject to achievement of the specific objectives. The restricted stock units vested February 12, 2025, when the performance results were approved by the Board of Directors Compensation Committee.

F3 · derivative.expiration_date: The restricted stock units were granted on February 20, 2022, with a three year measurement period ending December 31, 2024, against specific objectives defined in advance of the grant date and subject to achievement of the specific objectives. The restricted stock units vested February 12, 2025, when the performance results were approved by the Board of Directors Compensation Committee.

SEC source: 0000950170-25-021298 · ownership.xml · nonDerivative · entry 2

BRYAN GLYNIS · CIK 0001270817 · Executive Vice President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 102,519

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-25-021298 · ownership.xml · nonDerivative · entry 1

BRYAN GLYNIS · CIK 0001270817 · Executive Vice President

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 103,927

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-25-021280 · ownership.xml · derivative · entry 3

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 1,629 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F3 · derivative.exercise_date: The restricted stock units were granted on February 20, 2022, with a three year measurement period ending December 31, 2024, against specific objectives defined in advance of the grant date and subject to achievement of the specific objectives. The restricted stock units vested February 12, 2025, when the performance results were approved by the Board of Directors Compensation Committee.

F3 · derivative.expiration_date: The restricted stock units were granted on February 20, 2022, with a three year measurement period ending December 31, 2024, against specific objectives defined in advance of the grant date and subject to achievement of the specific objectives. The restricted stock units vested February 12, 2025, when the performance results were approved by the Board of Directors Compensation Committee.

SEC source: 0000950170-25-021280 · ownership.xml · nonDerivative · entry 2

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,528

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-25-021280 · ownership.xml · nonDerivative · entry 1

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,013

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-25-022306 · ownership.xml · nonDerivative · entry 2

Gregory Adrian P · CIK 0001962296 · President, EMEA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,163

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-25-001260 · ownership.xml · derivative · entry 1

Cowley Samuel C · CIK 0001322195 · Gen'l Counsel & Secretary

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,762

Underlying: Common Stock · 2,762 shares

Expires not disclosed

F1 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F2 · derivative.exercise_date: The number of restricted stock units increases or decreases with the Company performance over a two year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2027.

F2 · derivative.expiration_date: The number of restricted stock units increases or decreases with the Company performance over a two year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2027.

SEC source: 0000950170-25-001256 · ownership.xml · derivative · entry 1

Crump Rachael Ann Bertrandt · CIK 0001356493 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 789

Underlying: Common Stock · 789 shares

Expires not disclosed

F1 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F2 · derivative.exercise_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

F2 · derivative.expiration_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

SEC source: 0000950170-25-001254 · ownership.xml · derivative · entry 1

Morgado James A. · CIK 0001905079 · SVP Finance

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,762

Underlying: Common Stock · 2,762 shares

Expires not disclosed

F1 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F2 · derivative.exercise_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

F2 · derivative.expiration_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

SEC source: 0000950170-25-001249 · ownership.xml · derivative · entry 1

Gregory Adrian P · CIK 0001962296 · President, EMEA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,578

Underlying: Common Stock · 1,578 shares

Expires not disclosed

F1 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F2 · derivative.exercise_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

F2 · derivative.expiration_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

SEC source: 0000950170-25-001252 · ownership.xml · derivative · entry 1

Green Robert Douglas · CIK 0002004666 · Chief Digital Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 789

Underlying: Common Stock · 789 shares

Expires not disclosed

F1 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F2 · derivative.exercise_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

F2 · derivative.expiration_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

SEC source: 0000950170-25-001247 · ownership.xml · derivative · entry 1

Vasin Jennifer M · CIK 0001913274 · Chief Human Resources Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,578

Underlying: Common Stock · 1,578 shares

Expires not disclosed

F1 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F2 · derivative.exercise_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

F2 · derivative.expiration_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

SEC source: 0000950170-25-001246 · ownership.xml · derivative · entry 1

Mullen Joyce A · CIK 0001771398 · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,793

Underlying: Common Stock · 14,793 shares

Expires not disclosed

F1 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F2 · derivative.exercise_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

F2 · derivative.expiration_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

SEC source: 0000950170-25-001245 · ownership.xml · derivative · entry 1

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,367

Underlying: Common Stock · 2,367 shares

Expires not disclosed

F1 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F2 · derivative.exercise_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

F2 · derivative.expiration_date: The number of restricted stock units increases or decreases with the Company performance over a three year measurement period against a specific objective defined in advance of the grant date, and, subject to achievement of the specific objective, the restricted stock units will vest when the results are determined in 2028.

SEC source: 0000950170-24-128665 · ownership.xml · nonDerivative · entry 1

Green Robert Douglas · CIK 0002004666 · Chief Digital Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,393

F1 · price: Represents shares acquired by the reporting person through contributions to the Employee Stock Purchase Plan of the Issuer (ESPP) for the Offering Period of May 18, 2024 through November 15, 2024. In accordance with the ESPP, these shares were purchased based on 95% of the closing price of the Issuer's common stock on the last business day of the Offering Period.

SEC source: 0000950170-24-128643 · ownership.xml · nonDerivative · entry 1

Morgado James A. · CIK 0001905079 · SVP Finance

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,384

F1 · price: Represents shares acquired by the reporting person through contributions to the Employee Stock Purchase Plan of the Issuer (ESPP) for the Offering Period of May 18, 2024 through November 15, 2024. In accordance with the ESPP, these shares were purchased based on 95% of the closing price of the Issuer's common stock on the last business day of the Offering Period.

SEC source: 0000950170-24-125498 · ownership.xml · derivative · entry 3

BRYAN GLYNIS · CIK 0001270817 · CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,193

Underlying: Common Stock · 1,193 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F3 · derivative.exercise_date: The restricted stock units were granted on November 10, 2021 with vesting to occur in four equal annual installments beginning November 10, 2022.

F3 · derivative.expiration_date: The restricted stock units were granted on November 10, 2021 with vesting to occur in four equal annual installments beginning November 10, 2022.

SEC source: 0000950170-24-125498 · ownership.xml · nonDerivative · entry 2

BRYAN GLYNIS · CIK 0001270817 · CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 99,040

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-24-125498 · ownership.xml · nonDerivative · entry 1

BRYAN GLYNIS · CIK 0001270817 · CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 99,551

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-24-125491 · ownership.xml · derivative · entry 3

Mullen Joyce A · CIK 0001771398 · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,386

Underlying: Common Stock · 2,386 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F3 · derivative.exercise_date: The restricted stock units were granted on November 10, 2021 with vesting to occur in four equal annual installments beginning November 10, 2022.

F3 · derivative.expiration_date: The restricted stock units were granted on November 10, 2021 with vesting to occur in four equal annual installments beginning November 10, 2022.

SEC source: 0000950170-24-125491 · ownership.xml · nonDerivative · entry 2

Mullen Joyce A · CIK 0001771398 · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 42,207

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-24-125491 · ownership.xml · nonDerivative · entry 1

Mullen Joyce A · CIK 0001771398 · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 43,193

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-24-104131 · ownership.xml · derivative · entry 1

Foutty Janet · CIK 0002036402 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 652

Underlying: Common Stock · 652 shares

Expires not disclosed

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F2 · derivative.exercise_date: The restricted stock units were granted on August 30, 2024, with vesting to occur in three equal annual installments beginning August 30, 2025.

F2 · derivative.expiration_date: The restricted stock units were granted on August 30, 2024, with vesting to occur in three equal annual installments beginning August 30, 2025.

SEC source: 0000950170-24-104128 · ownership.xml · derivative · entry 1

Reichert Thomas · CIK 0002036282 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 652

Underlying: Common Stock · 652 shares

Expires not disclosed

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F2 · derivative.exercise_date: The restricted stock units were granted on August 30, 2024, with vesting to occur in three equal annual installments beginning August 30, 2025.

F2 · derivative.expiration_date: The restricted stock units were granted on August 30, 2024, with vesting to occur in three equal annual installments beginning August 30, 2025.

SEC source: 0000950170-24-099558 · ownership.xml · nonDerivative · entry 1

Vasin Jennifer M · CIK 0001913274 · Chief Human Resources Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,460

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $206.00 to $206.10, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price.

SEC source: 0000950170-24-099159 · ownership.xml · nonDerivative · entry 3

Green Robert Douglas · CIK 0002004666 · Chief Digital Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,356

F3 · price: Represents shares acquired by the reporting person through contributions to the Employee Stock Purchase Plan of the Issuer (ESPP) for the Offering Period of May 18, 2024 through August 16, 2024. In accordance with the ESPP, these shares were purchased based on 95% of the closing price of the Issuer's common stock on the last business day of the Offering Period.

SEC source: 0000950170-24-099150 · ownership.xml · nonDerivative · entry 2

Morgado James A. · CIK 0001905079 · SVP Finance

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,343

F2 · price: Represents shares acquired by the reporting person through contributions to the Employee Stock Purchase Plan of the Issuer (ESPP) for the Offering Period of May 18, 2024 through August 16, 2024. In accordance with the ESPP, these shares were purchased based on 95% of the closing price of the Issuer's common stock on the last business day of the Offering Period.

SEC source: 0000950170-24-096445 · ownership.xml · derivative · entry 6

Green Robert Douglas · CIK 0002004666 · Chief Digital Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 151 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F4 · derivative.exercise_date: The number of restricted stock units increases or decreases with the Company's performance against specific objectives defined in advance of the grant date, and the restricted stock units will vest in three equal annual installments beginning August 10, 2022.

F4 · derivative.expiration_date: The number of restricted stock units increases or decreases with the Company's performance against specific objectives defined in advance of the grant date, and the restricted stock units will vest in three equal annual installments beginning August 10, 2022.

SEC source: 0000950170-24-096445 · ownership.xml · derivative · entry 5

Green Robert Douglas · CIK 0002004666 · Chief Digital Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 194

Underlying: Common Stock · 194 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F3 · derivative.exercise_date: The restricted stock units were granted on August 10, 2021 with vesting to occur in four equal annual installments beginning August 10, 2022.

F3 · derivative.expiration_date: The restricted stock units were granted on August 10, 2021 with vesting to occur in four equal annual installments beginning August 10, 2022.

SEC source: 0000950170-24-096445 · ownership.xml · nonDerivative · entry 4

Green Robert Douglas · CIK 0002004666 · Chief Digital Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,262

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-24-096445 · ownership.xml · nonDerivative · entry 3

Green Robert Douglas · CIK 0002004666 · Chief Digital Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,298

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-24-096445 · ownership.xml · nonDerivative · entry 2

Green Robert Douglas · CIK 0002004666 · Chief Digital Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,147

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-24-096445 · ownership.xml · nonDerivative · entry 1

Green Robert Douglas · CIK 0002004666 · Chief Digital Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,194

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-24-074919 · ownership.xml · derivative · entry 9

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,422

Underlying: Common Stock · 1,422 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F5 · derivative.exercise_date: The restricted stock units were granted on June 15, 2022 with vesting to occur in three equal annual installments beginning June 15, 2023.

F5 · derivative.expiration_date: The restricted stock units were granted on June 15, 2022 with vesting to occur in three equal annual installments beginning June 15, 2023.

SEC source: 0000950170-24-074919 · ownership.xml · derivative · entry 8

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,199

Underlying: Common Stock · 1,200 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F4 · derivative.exercise_date: The number of restricted stock units increases or decreases with the Company's performance against specific objectives defined in advance of the grant date, and the restricted stock units will vest in three equal annual installments beginning June 15, 2023.

F4 · derivative.expiration_date: The number of restricted stock units increases or decreases with the Company's performance against specific objectives defined in advance of the grant date, and the restricted stock units will vest in three equal annual installments beginning June 15, 2023.

SEC source: 0000950170-24-074919 · ownership.xml · derivative · entry 7

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 10,667 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · security: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F3 · derivative.exercise_date: The restricted stock units were granted on June 15, 2022 with vesting to occur in two equal annual installments beginning June 15, 2023.

F3 · derivative.expiration_date: The restricted stock units were granted on June 15, 2022 with vesting to occur in two equal annual installments beginning June 15, 2023.

SEC source: 0000950170-24-074919 · ownership.xml · nonDerivative · entry 6

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,624

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-24-074919 · ownership.xml · nonDerivative · entry 5

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,274

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-24-074919 · ownership.xml · nonDerivative · entry 4

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,852

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-24-074919 · ownership.xml · nonDerivative · entry 3

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,401

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-24-074919 · ownership.xml · nonDerivative · entry 2

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,201

F1 · acquired: Insight Enterprises, Inc. has withheld the number of whole shares necessary to satisfy the minimum statutory tax withholding obligations. The value of the vested shares (and the taxable income) is calculated based on the closing price on the vesting date or next preceding trading date in the case that the vesting date is a non-trading date.

SEC source: 0000950170-24-074919 · ownership.xml · nonDerivative · entry 1

Burger Daniel · CIK 0001921053 · President INA

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,081

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000950170-24-068148 · ownership.xml · nonDerivative · entry 1

PUSHOR KATHLEEN S · CIK 0001250886 · Director

10b5-1 filing: No plan indicated

Ownership: Indirect · By Trust

Disclosed balance after: 5,800

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price.