SMITH W KEITH

PrivateCIK: 1203452

SMITH W KEITH (President) exercised options at DIRECT DIGITAL HOLDINGS, INC.

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

M · 4 exercises
InsiderSMITH W KEITHCIK 1203452
DirectorOfficer10% Owner· President
Since Feb 2022
+8.65K
Net shares
Net buyer
$1.1K
Total sold
0
Open market trades
0B · 0S
10
Total transactions
9.07K acquired · 411.00 disposed
Non-Derivative Transactions6

Class A Common Stock, par value $0.001 per share

Direct
M · Option Exercise

Shares

+204.00

Price / share

Trade value

% of position

67.8%
1/24/2026
301.00505.00

Class A Common Stock, par value $0.001 per share

Direct
F · Tax Withholding

Shares

61.00

Price / share

$16.48

Trade value

$1.01K

% of position

12.1%
1/24/2026
505.00444.00

Class A Common Stock, par value $0.001 per share

Direct
M · Option Exercise

Shares

+45.00

Price / share

Trade value

% of position

10.1%
3/20/2026
444.00489.00

Class A Common Stock, par value $0.001 per share

Direct
F · Tax Withholding

Shares

14.00

Price / share

$3.52

Trade value

$49.28

% of position

2.9%
3/20/2026
489.00475.00

Class A Common Stock, par value $0.001 per share

Direct
M · Option Exercise

Shares

+67.00

Price / share

Trade value

% of position

14.1%
4/1/2026
475.00542.00

Class A Common Stock, par value $0.001 per share

Direct
M · Option Exercise

Shares

20.00

Price / share

$3.29

Trade value

$65.80

% of position

3.7%
4/1/2026
542.00522.00
Total

Net shares

+221.00

Net value

-$1.12K

Derivative Transactions4

Restricted Stock Units

Direct
M · Option Exercise
Converts to

Class A Common Stock, par value $0.001 per share

204.00 shares

Shares

204.00

Strike price

Held after

0.00

Exercisable

1/24/2026

Restricted Stock Units

Direct
M · Option Exercise
Converts to

Class A Common Stock, par value $0.001 per share

45.00 shares

Shares

45.00

Strike price

Held after

0.00

Exercisable

3/20/2026

Employee Stock Options (right to buy)

Direct
A · Award
Converts to

Class A Common Stock, par value $0.001 per share

8.75K shares

Shares

+8.75K

Strike price

3.32

Held after

8.75K

Exercisable

3/24/2026

Restricted Stock Units

Direct
M · Option Exercise
Converts to

Class A Common Stock, par value $0.001 per share

67.00 shares

Shares

67.00

Strike price

Held after

136.00

Exercisable

4/1/2026
Non-Derivative Holdings (Post-Transaction)1

Class A Common Stock, par value $0.001 per share

Indirect
Shares owned2.11K
Total
2.11K indirect2.11K
Derivative Holdings (Post-Transaction)0
No derivative holdings reported
SMITH W KEITH — Insider Transaction (Form 4) Filed Jun 29, 2026 | Finecho