SHIMANOVSKY BORIS F. (Chief Technology Officer) exercised options at ZIPRECRUITER, INC.

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

M · 4 exercises

SHIMANOVSKY BORIS F.

Filed: 9/17/2025ACC: 0001859446-25-000002

InsiderSHIMANOVSKY BORIS F.CIK 1859446

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IssuerZIPRECRUITER, INC.CIK 1617553

Officer· Chief Technology Officer

Since May 2021

-15.58K

Net shares

Net seller

$76.3K

Total sold

Open market trades

0B · 0S

Total transactions

45.04K acquired · 60.62K disposed

Non-Derivative Transactions5

Class A Common Stock

Direct

M · Option Exercise

+6.25K

Price / share

—

Trade value

—

% of position

2.0%

9/15/2025

312.61K→318.86K

Class A Common Stock

Direct

M · Option Exercise

+7.14K

Price / share

—

Trade value

—

% of position

2.2%

9/15/2025

318.86K→326K

Class A Common Stock

Direct

M · Option Exercise

+11.21K

Price / share

—

Trade value

—

% of position

3.4%

9/15/2025

326K→337.20K

Class A Common Stock

Direct

M · Option Exercise

+20.44K

Price / share

—

Trade value

—

% of position

6.1%

9/15/2025

337.20K→357.65K

Class A Common Stock

Direct

F · Tax Withholding

−15.58K

Price / share

$4.90

Trade value

$76.33K

% of position

4.4%

9/15/2025

357.65K→342.07K

Total

Net shares

+29.46K

Net value

-$76.33K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Class A Common Stock Direct	9/15/2025	M · Option Exercise	+6.25K	—	—	2.0%	312.61K	318.86K
Class A Common Stock Direct	9/15/2025	M · Option Exercise	+7.14K	—	—	2.2%	318.86K	326K
Class A Common Stock Direct	9/15/2025	M · Option Exercise	+11.21K	—	—	3.4%	326K	337.20K
Class A Common Stock Direct	9/15/2025	M · Option Exercise	+20.44K	—	—	6.1%	337.20K	357.65K
Class A Common Stock Direct	9/15/2025	F · Tax Withholding	−15.58K	$4.90	$76.33K	4.4%	357.65K	342.07K
Total			+29.46K		-$76.33K

Derivative Transactions4

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

6.25K shares

−6.25K

Strike price

Held after

0.00

Exercisable

—

9/15/2025

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

7.14K shares

−7.14K

Strike price

Held after

35.70K

Exercisable

—

9/15/2025

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

11.21K shares

−11.21K

Strike price

Held after

100.85K

Exercisable

—

9/15/2025

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

20.44K shares

−20.44K

Strike price

Held after

265.77K

Exercisable

—

9/15/2025

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Units Direct	Class A Common Stock6.25K shares	9/15/2025	M · Option Exercise	−6.25K	—	0.00
Restricted Stock Units Direct	Class A Common Stock7.14K shares	9/15/2025	M · Option Exercise	−7.14K	—	35.70K
Restricted Stock Units Direct	Class A Common Stock11.21K shares	9/15/2025	M · Option Exercise	−11.21K	—	100.85K
Restricted Stock Units Direct	Class A Common Stock20.44K shares	9/15/2025	M · Option Exercise	−20.44K	—	265.77K