COWLEY SAMUEL C (Gen'l Counsel & Secretary) exercised options at INSIGHT ENTERPRISES INC

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

M · 6 exercises

COWLEY SAMUEL C

Filed: 2/24/2026ACC: 0001193125-26-067229

InsiderCOWLEY SAMUEL CCIK 1322195

→

IssuerINSIGHT ENTERPRISES INCCIK 932696

Officer· Gen'l Counsel & Secretary

Since Jul 2018

-1.62K

Net shares

Net seller

$138.5K

Total sold

Open market trades

0B · 0S

Total transactions

5.58K acquired · 7.20K disposed

Non-Derivative Transactions12

Common Stock

Direct

M · Option Exercise

+766.00

Price / share

—

Trade value

—

% of position

2.7%

2/20/2026

28.55K→29.32K

Common Stock

Direct

F · Tax Withholding

−252.00

Price / share

$85.50

Trade value

$21.55K

% of position

0.9%

2/20/2026

29.32K→29.07K

Common Stock

Direct

M · Option Exercise

+1.02K

Price / share

—

Trade value

—

% of position

3.5%

2/20/2026

29.07K→30.09K

Common Stock

Direct

F · Tax Withholding

−284.00

Price / share

$85.50

Trade value

$24.28K

% of position

0.9%

2/20/2026

30.09K→29.80K

Common Stock

Direct

M · Option Exercise

+630.00

Price / share

—

Trade value

—

% of position

2.1%

2/20/2026

29.80K→30.43K

Common Stock

Direct

F · Tax Withholding

−173.00

Price / share

$85.50

Trade value

$14.79K

% of position

0.6%

2/20/2026

30.43K→30.26K

Common Stock

Direct

M · Option Exercise

+840.00

Price / share

—

Trade value

—

% of position

2.8%

2/20/2026

30.26K→31.10K

Common Stock

Direct

F · Tax Withholding

−233.00

Price / share

$85.50

Trade value

$19.92K

% of position

0.7%

2/20/2026

31.10K→30.87K

Common Stock

Direct

M · Option Exercise

+633.00

Price / share

—

Trade value

—

% of position

2.1%

2/20/2026

30.87K→31.50K

Common Stock

Direct

F · Tax Withholding

−209.00

Price / share

$85.50

Trade value

$17.87K

% of position

0.7%

2/20/2026

31.50K→31.29K

Common Stock

Direct

M · Option Exercise

+1.69K

Price / share

—

Trade value

—

% of position

5.4%

2/20/2026

31.29K→32.98K

Common Stock

Direct

F · Tax Withholding

−469.00

Price / share

$85.50

Trade value

$40.10K

% of position

1.4%

2/20/2026

32.98K→32.51K

Total

Net shares

+3.96K

Net value

-$138.51K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common Stock Direct	2/20/2026	M · Option Exercise	+766.00	—	—	2.7%	28.55K	29.32K
Common Stock Direct	2/20/2026	F · Tax Withholding	−252.00	$85.50	$21.55K	0.9%	29.32K	29.07K
Common Stock Direct	2/20/2026	M · Option Exercise	+1.02K	—	—	3.5%	29.07K	30.09K
Common Stock Direct	2/20/2026	F · Tax Withholding	−284.00	$85.50	$24.28K	0.9%	30.09K	29.80K
Common Stock Direct	2/20/2026	M · Option Exercise	+630.00	—	—	2.1%	29.80K	30.43K
Common Stock Direct	2/20/2026	F · Tax Withholding	−173.00	$85.50	$14.79K	0.6%	30.43K	30.26K
Common Stock Direct	2/20/2026	M · Option Exercise	+840.00	—	—	2.8%	30.26K	31.10K
Common Stock Direct	2/20/2026	F · Tax Withholding	−233.00	$85.50	$19.92K	0.7%	31.10K	30.87K
Common Stock Direct	2/20/2026	M · Option Exercise	+633.00	—	—	2.1%	30.87K	31.50K
Common Stock Direct	2/20/2026	F · Tax Withholding	−209.00	$85.50	$17.87K	0.7%	31.50K	31.29K
Common Stock Direct	2/20/2026	M · Option Exercise	+1.69K	—	—	5.4%	31.29K	32.98K
Common Stock Direct	2/20/2026	F · Tax Withholding	−469.00	$85.50	$40.10K	1.4%	32.98K	32.51K
Total			+3.96K		-$138.51K

Derivative Transactions6

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

766.00 shares

−766.00

Strike price

Held after

0.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

1.02K shares

−1.02K

Strike price

Held after

0.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

630.00 shares

−630.00

Strike price

Held after

629.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

840.00 shares

−840.00

Strike price

Held after

839.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

633.00 shares

−633.00

Strike price

Held after

633.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

1.69K shares

−1.69K

Strike price

Held after

1.69K

Exercisable

—

2/20/2026

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Units Direct	Common Stock766.00 shares	2/20/2026	M · Option Exercise	−766.00	—	0.00
Restricted Stock Units Direct	Common Stock1.02K shares	2/20/2026	M · Option Exercise	−1.02K	—	0.00
Restricted Stock Units Direct	Common Stock630.00 shares	2/20/2026	M · Option Exercise	−630.00	—	629.00
Restricted Stock Units Direct	Common Stock840.00 shares	2/20/2026	M · Option Exercise	−840.00	—	839.00
Restricted Stock Units Direct	Common Stock633.00 shares	2/20/2026	M · Option Exercise	−633.00	—	633.00
Restricted Stock Units Direct	Common Stock1.69K shares	2/20/2026	M · Option Exercise	−1.69K	—	1.69K