O'CONNOR COURTENAY (General Counsel and Secretary) exercised options at SQUARESPACE, INC.

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

M · 5 exercises

O'CONNOR COURTENAY

Filed: 2/22/2024ACC: 0001562180-24-001630

InsiderO'CONNOR COURTENAYCIK 1856603

→

IssuerSQUARESPACE, INC.CIK 1496963

Officer· General Counsel and Secretary

Since May 2021

+16.64K

Net shares

Net buyer

$695.5K

Total sold

Open market trades

0B · 0S

Total transactions

87.72K acquired · 71.08K disposed

Non-Derivative Transactions7

Class A Common Stock

Direct

M · Option Exercise

+7.89K

Price / share

—

Trade value

—

% of position

20.6%

2/20/2024

38.38K→46.27K

Class A Common Stock

Direct

M · Option Exercise

+6.44K

Price / share

—

Trade value

—

% of position

13.9%

2/20/2024

46.27K→52.72K

Class A Common Stock

Direct

M · Option Exercise

+3.50K

Price / share

—

Trade value

—

% of position

6.6%

2/20/2024

52.72K→56.22K

Class A Common Stock

Direct

M · Option Exercise

+17.93K

Price / share

—

Trade value

—

% of position

31.9%

2/20/2024

56.22K→74.15K

Class A Common Stock

Direct

F · Tax Withholding

−15.15K

Price / share

$31.25

Trade value

$473.31K

% of position

20.4%

2/20/2024

74.15K→59.01K

Class A Common Stock

Direct

M · Option Exercise

+12.99K

Price / share

—

Trade value

—

% of position

22.0%

2/21/2024

59.01K→71.99K

Class A Common Stock

Direct

F · Tax Withholding

−7.18K

Price / share

$30.94

Trade value

$222.21K

% of position

10.0%

2/21/2024

71.99K→64.81K

Total

Net shares

+26.43K

Net value

-$695.52K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Class A Common Stock Direct	2/20/2024	M · Option Exercise	+7.89K	—	—	20.6%	38.38K	46.27K
Class A Common Stock Direct	2/20/2024	M · Option Exercise	+6.44K	—	—	13.9%	46.27K	52.72K
Class A Common Stock Direct	2/20/2024	M · Option Exercise	+3.50K	—	—	6.6%	52.72K	56.22K
Class A Common Stock Direct	2/20/2024	M · Option Exercise	+17.93K	—	—	31.9%	56.22K	74.15K
Class A Common Stock Direct	2/20/2024	F · Tax Withholding	−15.15K	$31.25	$473.31K	20.4%	74.15K	59.01K
Class A Common Stock Direct	2/21/2024	M · Option Exercise	+12.99K	—	—	22.0%	59.01K	71.99K
Class A Common Stock Direct	2/21/2024	F · Tax Withholding	−7.18K	$30.94	$222.21K	10.0%	71.99K	64.81K
Total			+26.43K		-$695.52K

Derivative Transactions6

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

7.89K shares

−7.89K

Strike price

0.00

Held after

0.00

Exercisable

—

2/20/2024

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

6.44K shares

−6.44K

Strike price

0.00

Held after

6.45K

Exercisable

—

2/20/2024

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

3.50K shares

−3.50K

Strike price

0.00

Held after

28.04K

Exercisable

—

2/20/2024

Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

17.93K shares

−17.93K

Strike price

0.00

Held after

53.80K

Exercisable

—

2/20/2024

Performance Restricted Stock Units

Direct

A · Award

Converts to

Class A Common Stock

38.96K shares

+38.96K

Strike price

0.00

Held after

38.96K

Exercisable

—

2/21/2024

Performance Restricted Stock Units

Direct

M · Option Exercise

Converts to

Class A Common Stock

12.99K shares

−12.99K

Strike price

0.00

Held after

25.98K

Exercisable

—

2/21/2024

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Units Direct	Class A Common Stock7.89K shares	2/20/2024	M · Option Exercise	−7.89K	—	0.00
Restricted Stock Units Direct	Class A Common Stock6.44K shares	2/20/2024	M · Option Exercise	−6.44K	—	6.45K
Restricted Stock Units Direct	Class A Common Stock3.50K shares	2/20/2024	M · Option Exercise	−3.50K	—	28.04K
Restricted Stock Units Direct	Class A Common Stock17.93K shares	2/20/2024	M · Option Exercise	−17.93K	—	53.80K
Performance Restricted Stock Units Direct	Class A Common Stock38.96K shares	2/21/2024	A · Award	+38.96K	—	38.96K
Performance Restricted Stock Units Direct	Class A Common Stock12.99K shares	2/21/2024	M · Option Exercise	−12.99K	—	25.98K