GREEN ROBERT DOUGLAS (Chief Digital Officer) exercised options at INSIGHT ENTERPRISES INC

Option exercise — a mechanical event triggered by vesting or expiry. Not a discretionary conviction trade.

M · 6 exercises

GREEN ROBERT DOUGLAS

Filed: 2/24/2026ACC: 0001193125-26-067249

InsiderGREEN ROBERT DOUGLASCIK 2004666

→

IssuerINSIGHT ENTERPRISES INCCIK 932696

Officer· Chief Digital Officer

Since Feb 2026

+4.91K

Net shares

Net buyer

$35.6K

Total sold

Open market trades

0B · 0S

Total transactions

6.74K acquired · 1.83K disposed

Non-Derivative Transactions12

Common Stock

Direct

M · Option Exercise

+175.00

Price / share

—

Trade value

—

% of position

2.1%

2/20/2026

8.27K→8.44K

Common Stock

Direct

F · Tax Withholding

−51.00

Price / share

$85.50

Trade value

$4.36K

% of position

0.6%

2/20/2026

8.44K→8.39K

Common Stock

Direct

M · Option Exercise

+351.00

Price / share

—

Trade value

—

% of position

4.2%

2/20/2026

8.39K→8.74K

Common Stock

Direct

F · Tax Withholding

−104.00

Price / share

$85.50

Trade value

$8.89K

% of position

1.2%

2/20/2026

8.74K→8.64K

Common Stock

Direct

M · Option Exercise

+192.00

Price / share

—

Trade value

—

% of position

2.2%

2/20/2026

8.64K→8.83K

Common Stock

Direct

F · Tax Withholding

−56.00

Price / share

$85.50

Trade value

$4.79K

% of position

0.6%

2/20/2026

8.83K→8.77K

Common Stock

Direct

M · Option Exercise

+256.00

Price / share

—

Trade value

—

% of position

2.9%

2/20/2026

8.77K→9.03K

Common Stock

Direct

F · Tax Withholding

−75.00

Price / share

$85.50

Trade value

$6.41K

% of position

0.8%

2/20/2026

9.03K→8.95K

Common Stock

Direct

M · Option Exercise

+121.00

Price / share

—

Trade value

—

% of position

1.4%

2/20/2026

8.95K→9.07K

Common Stock

Direct

F · Tax Withholding

−35.00

Price / share

$85.50

Trade value

$2.99K

% of position

0.4%

2/20/2026

9.07K→9.04K

Common Stock

Direct

M · Option Exercise

+322.00

Price / share

—

Trade value

—

% of position

3.6%

2/20/2026

9.04K→9.36K

Common Stock

Direct

F · Tax Withholding

−95.00

Price / share

$85.50

Trade value

$8.12K

% of position

1.0%

2/20/2026

9.36K→9.27K

Total

Net shares

+1K

Net value

-$35.57K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common Stock Direct	2/20/2026	M · Option Exercise	+175.00	—	—	2.1%	8.27K	8.44K
Common Stock Direct	2/20/2026	F · Tax Withholding	−51.00	$85.50	$4.36K	0.6%	8.44K	8.39K
Common Stock Direct	2/20/2026	M · Option Exercise	+351.00	—	—	4.2%	8.39K	8.74K
Common Stock Direct	2/20/2026	F · Tax Withholding	−104.00	$85.50	$8.89K	1.2%	8.74K	8.64K
Common Stock Direct	2/20/2026	M · Option Exercise	+192.00	—	—	2.2%	8.64K	8.83K
Common Stock Direct	2/20/2026	F · Tax Withholding	−56.00	$85.50	$4.79K	0.6%	8.83K	8.77K
Common Stock Direct	2/20/2026	M · Option Exercise	+256.00	—	—	2.9%	8.77K	9.03K
Common Stock Direct	2/20/2026	F · Tax Withholding	−75.00	$85.50	$6.41K	0.8%	9.03K	8.95K
Common Stock Direct	2/20/2026	M · Option Exercise	+121.00	—	—	1.4%	8.95K	9.07K
Common Stock Direct	2/20/2026	F · Tax Withholding	−35.00	$85.50	$2.99K	0.4%	9.07K	9.04K
Common Stock Direct	2/20/2026	M · Option Exercise	+322.00	—	—	3.6%	9.04K	9.36K
Common Stock Direct	2/20/2026	F · Tax Withholding	−95.00	$85.50	$8.12K	1.0%	9.36K	9.27K
Total			+1K		-$35.57K

Derivative Transactions8

Restricted Stock Units

Direct

A · Award

Converts to

Common Stock

3.04K shares

+3.04K

Strike price

Held after

3.04K

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

A · Award

Converts to

Common Stock

2.28K shares

+2.28K

Strike price

Held after

2.28K

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

175.00 shares

−175.00

Strike price

Held after

0.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

351.00 shares

−351.00

Strike price

Held after

0.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

192.00 shares

−192.00

Strike price

Held after

191.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

256.00 shares

−256.00

Strike price

Held after

255.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

121.00 shares

−121.00

Strike price

Held after

242.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

322.00 shares

−322.00

Strike price

Held after

642.00

Exercisable

—

2/20/2026

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Units Direct	Common Stock3.04K shares	2/20/2026	A · Award	+3.04K	—	3.04K
Restricted Stock Units Direct	Common Stock2.28K shares	2/20/2026	A · Award	+2.28K	—	2.28K
Restricted Stock Units Direct	Common Stock175.00 shares	2/20/2026	M · Option Exercise	−175.00	—	0.00
Restricted Stock Units Direct	Common Stock351.00 shares	2/20/2026	M · Option Exercise	−351.00	—	0.00
Restricted Stock Units Direct	Common Stock192.00 shares	2/20/2026	M · Option Exercise	−192.00	—	191.00
Restricted Stock Units Direct	Common Stock256.00 shares	2/20/2026	M · Option Exercise	−256.00	—	255.00
Restricted Stock Units Direct	Common Stock121.00 shares	2/20/2026	M · Option Exercise	−121.00	—	242.00
Restricted Stock Units Direct	Common Stock322.00 shares	2/20/2026	M · Option Exercise	−322.00	—	642.00