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: 9/16/2026ACC: 0001859446-26-000005

InsiderSHIMANOVSKY BORIS F.CIK 1859446

→

IssuerZIPRECRUITER, INC.CIK 1617553

Officer· Chief Technology Officer

Since May 2021

-19.03K

Net shares

Net seller

$75.2K

Total sold

Open market trades

0B · 0S

Total transactions

53.03K acquired · 72.06K disposed

Non-Derivative Transactions5

Class A Common Stock

Direct

M · Option Exercise

+7.14K

Price / share

—

Trade value

—

% of position

1.8%

9/15/2026

404.98K→412.12K

Class A Common Stock

Direct

M · Option Exercise

+11.21K

Price / share

—

Trade value

—

% of position

2.7%

9/15/2026

412.12K→423.32K

Class A Common Stock

Direct

M · Option Exercise

+20.44K

Price / share

—

Trade value

—

% of position

4.8%

9/15/2026

423.32K→443.76K

Class A Common Stock

Direct

M · Option Exercise

+14.24K

Price / share

—

Trade value

—

% of position

3.2%

9/15/2026

443.76K→458K

Class A Common Stock

Direct

F · Tax Withholding

−19.03K

Price / share

$3.95

Trade value

$75.16K

% of position

4.2%

9/15/2026

458K→438.98K

Total

Net shares

+34K

Net value

-$75.16K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Class A Common Stock Direct	9/15/2026	M · Option Exercise	+7.14K	—	—	1.8%	404.98K	412.12K
Class A Common Stock Direct	9/15/2026	M · Option Exercise	+11.21K	—	—	2.7%	412.12K	423.32K
Class A Common Stock Direct	9/15/2026	M · Option Exercise	+20.44K	—	—	4.8%	423.32K	443.76K
Class A Common Stock Direct	9/15/2026	M · Option Exercise	+14.24K	—	—	3.2%	443.76K	458K
Class A Common Stock Direct	9/15/2026	F · Tax Withholding	−19.03K	$3.95	$75.16K	4.2%	458K	438.98K
Total			+34K		-$75.16K

Derivative Transactions4

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

7.14K shares

−7.14K

Strike price

Held after

7.14K

Exercisable

—

9/15/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

11.21K shares

−11.21K

Strike price

Held after

56.03K

Exercisable

—

9/15/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

20.44K shares

−20.44K

Strike price

Held after

183.99K

Exercisable

—

9/15/2026

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

14.24K shares

−14.24K

Strike price

Held after

185.09K

Exercisable

—

9/15/2026

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Units Direct	Class A Common Stock7.14K shares	9/15/2026	M · Option Exercise	−7.14K	—	7.14K
Restricted Stock Units Direct	Class A Common Stock11.21K shares	9/15/2026	M · Option Exercise	−11.21K	—	56.03K
Restricted Stock Units Direct	Class A Common Stock20.44K shares	9/15/2026	M · Option Exercise	−20.44K	—	183.99K
Restricted Stock Units Direct	Class A Common Stock14.24K shares	9/15/2026	M · Option Exercise	−14.24K	—	185.09K