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: 6/17/2025ACC: 0001617553-25-000067

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

$81.5K

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

2.1%

6/15/2025

299.23K→305.48K

Class A Common Stock

Direct

M · Option Exercise

+7.14K

Price / share

—

Trade value

—

% of position

2.3%

6/15/2025

305.48K→312.62K

Class A Common Stock

Direct

M · Option Exercise

+11.21K

Price / share

—

Trade value

—

% of position

3.6%

6/15/2025

312.62K→323.83K

Class A Common Stock

Direct

M · Option Exercise

+20.44K

Price / share

—

Trade value

—

% of position

6.3%

6/15/2025

323.83K→344.27K

Class A Common Stock

Direct

F · Tax Withholding

−15.58K

Price / share

$5.23

Trade value

$81.47K

% of position

4.5%

6/15/2025

344.27K→328.69K

Total

Net shares

+29.46K

Net value

-$81.47K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Class A Common Stock Direct	6/15/2025	M · Option Exercise	+6.25K	—	—	2.1%	299.23K	305.48K
Class A Common Stock Direct	6/15/2025	M · Option Exercise	+7.14K	—	—	2.3%	305.48K	312.62K
Class A Common Stock Direct	6/15/2025	M · Option Exercise	+11.21K	—	—	3.6%	312.62K	323.83K
Class A Common Stock Direct	6/15/2025	M · Option Exercise	+20.44K	—	—	6.3%	323.83K	344.27K
Class A Common Stock Direct	6/15/2025	F · Tax Withholding	−15.58K	$5.23	$81.47K	4.5%	344.27K	328.69K
Total			+29.46K		-$81.47K

Derivative Transactions4

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

6.25K shares

−6.25K

Strike price

Held after

6.25K

Exercisable

—

6/15/2025

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

7.14K shares

−7.14K

Strike price

Held after

42.84K

Exercisable

—

6/15/2025

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

11.21K shares

−11.21K

Strike price

Held after

112.06K

Exercisable

—

6/15/2025

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

20.44K shares

−20.44K

Strike price

Held after

286.21K

Exercisable

—

6/15/2025

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Units Direct	Class A Common Stock6.25K shares	6/15/2025	M · Option Exercise	−6.25K	—	6.25K
Restricted Stock Units Direct	Class A Common Stock7.14K shares	6/15/2025	M · Option Exercise	−7.14K	—	42.84K
Restricted Stock Units Direct	Class A Common Stock11.21K shares	6/15/2025	M · Option Exercise	−11.21K	—	112.06K
Restricted Stock Units Direct	Class A Common Stock20.44K shares	6/15/2025	M · Option Exercise	−20.44K	—	286.21K