CRUMP RACHAEL ANN BERTRANDT (Principal Accounting 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

CRUMP RACHAEL ANN BERTRANDT

Filed: 2/24/2026ACC: 0001193125-26-067208

InsiderCRUMP RACHAEL ANN BERTRANDTCIK 1356493

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IssuerINSIGHT ENTERPRISES INCCIK 932696

Officer· Principal Accounting Officer

Since Sep 2018

+3.67K

Net shares

Net buyer

$36.4K

Total sold

Open market trades

0B · 0S

Total transactions

5.43K acquired · 1.76K disposed

Non-Derivative Transactions12

Common Stock

Direct

M · Option Exercise

+191.00

Price / share

—

Trade value

—

% of position

3.8%

2/20/2026

5K→5.19K

Common Stock

Direct

F · Tax Withholding

−61.00

Price / share

$85.50

Trade value

$5.22K

% of position

1.2%

2/20/2026

5.19K→5.13K

Common Stock

Direct

M · Option Exercise

+255.00

Price / share

—

Trade value

—

% of position

5.0%

2/20/2026

5.13K→5.38K

Common Stock

Direct

F · Tax Withholding

−81.00

Price / share

$85.50

Trade value

$6.93K

% of position

1.5%

2/20/2026

5.38K→5.30K

Common Stock

Direct

M · Option Exercise

+192.00

Price / share

—

Trade value

—

% of position

3.6%

2/20/2026

5.30K→5.49K

Common Stock

Direct

F · Tax Withholding

−61.00

Price / share

$85.50

Trade value

$5.22K

% of position

1.1%

2/20/2026

5.49K→5.43K

Common Stock

Direct

M · Option Exercise

+256.00

Price / share

—

Trade value

—

% of position

4.7%

2/20/2026

5.43K→5.69K

Common Stock

Direct

F · Tax Withholding

−82.00

Price / share

$85.50

Trade value

$7.01K

% of position

1.4%

2/20/2026

5.69K→5.61K

Common Stock

Direct

M · Option Exercise

+121.00

Price / share

—

Trade value

—

% of position

2.2%

2/20/2026

5.61K→5.73K

Common Stock

Direct

F · Tax Withholding

−38.00

Price / share

$85.50

Trade value

$3.25K

% of position

0.7%

2/20/2026

5.73K→5.69K

Common Stock

Direct

M · Option Exercise

+322.00

Price / share

—

Trade value

—

% of position

5.7%

2/20/2026

5.69K→6.01K

Common Stock

Direct

F · Tax Withholding

−103.00

Price / share

$85.50

Trade value

$8.81K

% of position

1.7%

2/20/2026

6.01K→5.91K

Total

Net shares

+911.00

Net value

-$36.42K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common Stock Direct	2/20/2026	M · Option Exercise	+191.00	—	—	3.8%	5K	5.19K
Common Stock Direct	2/20/2026	F · Tax Withholding	−61.00	$85.50	$5.22K	1.2%	5.19K	5.13K
Common Stock Direct	2/20/2026	M · Option Exercise	+255.00	—	—	5.0%	5.13K	5.38K
Common Stock Direct	2/20/2026	F · Tax Withholding	−81.00	$85.50	$6.93K	1.5%	5.38K	5.30K
Common Stock Direct	2/20/2026	M · Option Exercise	+192.00	—	—	3.6%	5.30K	5.49K
Common Stock Direct	2/20/2026	F · Tax Withholding	−61.00	$85.50	$5.22K	1.1%	5.49K	5.43K
Common Stock Direct	2/20/2026	M · Option Exercise	+256.00	—	—	4.7%	5.43K	5.69K
Common Stock Direct	2/20/2026	F · Tax Withholding	−82.00	$85.50	$7.01K	1.4%	5.69K	5.61K
Common Stock Direct	2/20/2026	M · Option Exercise	+121.00	—	—	2.2%	5.61K	5.73K
Common Stock Direct	2/20/2026	F · Tax Withholding	−38.00	$85.50	$3.25K	0.7%	5.73K	5.69K
Common Stock Direct	2/20/2026	M · Option Exercise	+322.00	—	—	5.7%	5.69K	6.01K
Common Stock Direct	2/20/2026	F · Tax Withholding	−103.00	$85.50	$8.81K	1.7%	6.01K	5.91K
Total			+911.00		-$36.42K

Derivative Transactions8

Restricted Stock Units

Direct

A · Award

Converts to

Common Stock

2.34K shares

+2.34K

Strike price

Held after

2.34K

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

A · Award

Converts to

Common Stock

1.75K shares

+1.75K

Strike price

Held after

1.75K

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

191.00 shares

−191.00

Strike price

Held after

0.00

Exercisable

—

2/20/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Common Stock

255.00 shares

−255.00

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 Stock2.34K shares	2/20/2026	A · Award	+2.34K	—	2.34K
Restricted Stock Units Direct	Common Stock1.75K shares	2/20/2026	A · Award	+1.75K	—	1.75K
Restricted Stock Units Direct	Common Stock191.00 shares	2/20/2026	M · Option Exercise	−191.00	—	0.00
Restricted Stock Units Direct	Common Stock255.00 shares	2/20/2026	M · Option Exercise	−255.00	—	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