Morgado James A.

SEC source: 0001193125-26-221694 · ownership.xml · nonDerivative · entry 1

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,246

F1 · price: These shares were purchased in one transaction at $87.255 per share.

SEC source: 0001193125-26-067278 · ownership.xml · derivative · entry 20

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,249

Underlying: Common Stock · 1,125 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F10 · derivative.exercise_date: The restricted stock units were granted on February 20, 2025 with vesting to occur in three equal annual installments beginning February 20, 2026.

F10 · derivative.expiration_date: The restricted stock units were granted on February 20, 2025 with vesting to occur in three equal annual installments beginning February 20, 2026.

SEC source: 0001193125-26-067278 · ownership.xml · derivative · entry 19

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 844

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

F9 · 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 February 20, 2026.

F9 · 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 February 20, 2026.

SEC source: 0001193125-26-067278 · ownership.xml · derivative · entry 18

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 401

Underlying: Common Stock · 402 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F8 · derivative.exercise_date: The restricted stock units were granted on February 20, 2024 with vesting to occur in three equal annual installments beginning February 20, 2025.

F8 · derivative.expiration_date: The restricted stock units were granted on February 20, 2024 with vesting to occur in three equal annual installments beginning February 20, 2025.

SEC source: 0001193125-26-067278 · ownership.xml · derivative · entry 17

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 301

Underlying: Common Stock · 301 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F7 · 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 February 20, 2025.

F7 · 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 February 20, 2025.

SEC source: 0001193125-26-067278 · ownership.xml · derivative · entry 16

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 511 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F6 · derivative.exercise_date: The restricted stock units were granted on February 20, 2023 with vesting to occur in three equal annual installments beginning February 20, 2024.

F6 · derivative.expiration_date: The restricted stock units were granted on February 20, 2023 with vesting to occur in three equal annual installments beginning February 20, 2024.

SEC source: 0001193125-26-067278 · ownership.xml · derivative · entry 15

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 383 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F5 · 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 February 20, 2024.

F5 · 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 February 20, 2024.

SEC source: 0001193125-26-067278 · ownership.xml · derivative · entry 14

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,316

Underlying: Common Stock · 6,316 shares

Expires not disclosed

F2 · derivative.exercise_price: 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 February 20, 2027.

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 February 20, 2027.

SEC source: 0001193125-26-067278 · ownership.xml · derivative · entry 13

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,422

Underlying: Common Stock · 8,422 shares

Expires not disclosed

F2 · derivative.exercise_price: 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, 2026 with vesting to occur in three equal annual installments beginning February 20, 2027.

F3 · derivative.expiration_date: The restricted stock units were granted on February 20, 2026 with vesting to occur in three equal annual installments beginning February 20, 2027.

SEC source: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 12

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,956

F1 · kind: 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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 11

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,269

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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 10

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,144

F1 · kind: 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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 9

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,283

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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 8

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,861

F1 · kind: 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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 7

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,978

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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 6

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,576

F1 · kind: 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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 5

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,675

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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 4

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,374

F1 · kind: 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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 3

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,516

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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 2

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,005

F1 · kind: 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: 0001193125-26-067278 · ownership.xml · nonDerivative · entry 1

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,131

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: 0001193125-26-002626 · ownership.xml · derivative · entry 1

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,629

Underlying: Common Stock · 6,629 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 2029.

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 2029.

SEC source: 0001193125-25-322801 · ownership.xml · derivative · entry 2

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,589

Underlying: Common Stock · 12,589 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.

F3 · derivative.exercise_date: The restricted stock units were granted on December 15, 2025 with vesting to occur in three equal annual installments beginning December 15, 2026.

F3 · derivative.expiration_date: The restricted stock units were granted on December 15, 2025 with vesting to occur in three equal annual installments beginning December 15, 2026.

SEC source: 0001193125-25-322801 · ownership.xml · derivative · entry 1

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,589

Underlying: Common Stock · 12,589 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 earned is subject to the achievement of the absolute share price goals over a three year measurement period as defined in the grant agreement. Once earned, the restricted stock units will vest on December 15, 2028.

F2 · derivative.expiration_date: The number of restricted stock units earned is subject to the achievement of the absolute share price goals over a three year measurement period as defined in the grant agreement. Once earned, the restricted stock units will vest on December 15, 2028.

SEC source: 0000950170-25-025728 · ownership.xml · derivative · entry 20

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 803

Underlying: Common Stock · 402 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F10 · derivative.exercise_date: The restricted stock units were granted on February 20, 2024 with vesting to occur in three equal annual installments beginning February 20, 2025.

F10 · derivative.expiration_date: The restricted stock units were granted on February 20, 2024 with vesting to occur in three equal annual installments beginning February 20, 2025.

SEC source: 0000950170-25-025728 · ownership.xml · derivative · entry 19

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 602

Underlying: Common Stock · 302 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F9 · 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 February 20, 2025.

F9 · 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 February 20, 2025.

SEC source: 0000950170-25-025728 · ownership.xml · derivative · entry 18

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 511

Underlying: Common Stock · 511 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F8 · derivative.exercise_date: The restricted stock units were granted on February 20, 2023 with vesting to occur in three equal annual installments beginning February 20, 2024.

F8 · derivative.expiration_date: The restricted stock units were granted on February 20, 2023 with vesting to occur in three equal annual installments beginning February 20, 2024.

SEC source: 0000950170-25-025728 · ownership.xml · derivative · entry 17

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 383

Underlying: Common Stock · 383 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F7 · 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 February 20, 2024.

F7 · 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 February 20, 2024.

SEC source: 0000950170-25-025728 · ownership.xml · derivative · entry 16

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 668 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F6 · derivative.exercise_date: The restricted stock units were granted on February 20, 2022 with vesting to occur in three equal annual installments beginning February 20, 2023.

F6 · derivative.expiration_date: The restricted stock units were granted on February 20, 2022 with vesting to occur in three equal annual installments beginning February 20, 2023.

SEC source: 0000950170-25-025728 · ownership.xml · derivative · entry 15

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 564 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 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Common Stock of Insight Enterprises, Inc.

F5 · 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 February 20, 2023.

F5 · 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 February 20, 2023.

SEC source: 0000950170-25-025728 · ownership.xml · derivative · entry 14

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,531

Underlying: Common Stock · 2,531 shares

Expires not disclosed

F2 · derivative.exercise_price: 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 February 20, 2026.

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 February 20, 2026.

SEC source: 0000950170-25-025728 · ownership.xml · derivative · entry 13

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,374

Underlying: Common Stock · 3,374 shares

Expires not disclosed

F2 · derivative.exercise_price: 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, 2025 with vesting to occur in three equal annual installments beginning February 20, 2026.

F3 · derivative.expiration_date: The restricted stock units were granted on February 20, 2025 with vesting to occur in three equal annual installments beginning February 20, 2026.

SEC source: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 12

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,748

F1 · kind: 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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 11

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,920

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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 10

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,518

F1 · kind: 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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 9

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,647

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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 8

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,345

F1 · kind: 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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 7

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,563

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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 6

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,052

F1 · kind: 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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 5

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,210

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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 4

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,827

F1 · kind: 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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 3

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,113

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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 2

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,445

F1 · kind: 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: 0000950170-25-025728 · ownership.xml · nonDerivative · entry 1

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,602

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: 0000950170-25-022333 · ownership.xml · derivative · entry 4

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 3,427 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.

F3 · 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 restricted stock units were granted on February 15, 2022, with vesting to occur in three equal annual installments beginnning February 15, 2023.

F4 · derivative.expiration_date: The restricted stock units were granted on February 15, 2022, with vesting to occur in three equal annual installments beginnning February 15, 2023.

SEC source: 0000950170-25-022333 · ownership.xml · nonDerivative · entry 3

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,038

F2 · 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: 0000950170-25-022333 · ownership.xml · nonDerivative · entry 2

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,992

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: 0000950170-25-022333 · ownership.xml · nonDerivative · entry 1

Morgado James A. · CIK 0001905079 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,565

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 November 18, 2024 through February 14, 2025. 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: 0000950170-25-021280 · 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.