Courtenay O'Connor - 20 Feb 2024 Form 4 Insider Report for Squarespace, Inc.

Role: General Counsel and Secretary
Signature: /s/ Allyson Wilkinson, as Attorney-in-Fact
Issuer symbol: N/A
Transactions as of: 20 Feb 2024
Net transactions value: -$695,524
Form type: 4
Filing time: 22 Feb 2024, 17:39:50 UTC
Previous filing: 27 Nov 2023
Next filing: 23 Feb 2024
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	SQSP	Class A Common Stock	Options Exercise	$0	+7,889	+21%	$0.000000	46,273	20 Feb 2024	Direct
transaction	SQSP	Class A Common Stock	Options Exercise	$0	+6,444	+14%	$0.000000	52,717	20 Feb 2024	Direct
transaction	SQSP	Class A Common Stock	Options Exercise	$0	+3,504	+6.6%	$0.000000	56,221	20 Feb 2024	Direct
transaction	SQSP	Class A Common Stock	Options Exercise	$0	+17,931	+32%	$0.000000	74,152	20 Feb 2024	Direct
transaction	SQSP	Class A Common Stock	Tax liability	$473,312	-15,146	-20%	$31.25	59,006	20 Feb 2024	Direct	F1
transaction	SQSP	Class A Common Stock	Options Exercise	$0	+12,987	+22%	$0.000000	71,993	21 Feb 2024	Direct
transaction	SQSP	Class A Common Stock	Tax liability	$222,211	-7,182	-10%	$30.94	64,811	21 Feb 2024	Direct	F1

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	SQSP	Restricted Stock Units	Options Exercise	$0	-7,889	-100%	$0.000000^*	0	20 Feb 2024	Class A Common Stock	7,889	$0.000000	Direct	F2
transaction	SQSP	Restricted Stock Units	Options Exercise	$0	-6,444	-50%	$0.000000	6,447	20 Feb 2024	Class A Common Stock	6,444	$0.000000	Direct	F3
transaction	SQSP	Restricted Stock Units	Options Exercise	$0	-3,504	-11%	$0.000000	28,038	20 Feb 2024	Class A Common Stock	3,504	$0.000000	Direct	F4
transaction	SQSP	Restricted Stock Units	Options Exercise	$0	-17,931	-25%	$0.000000	53,796	20 Feb 2024	Class A Common Stock	17,931	$0.000000	Direct	F5
transaction	SQSP	Performance Restricted Stock Units	Award	$0	+38,963		$0.000000	38,963	21 Feb 2024	Class A Common Stock	38,963	$0.000000	Direct	F6
transaction	SQSP	Performance Restricted Stock Units	Options Exercise	$0	-12,987	-33%	$0.000000	25,976	21 Feb 2024	Class A Common Stock	12,987	$0.000000	Direct	F6

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	Shares withheld by Issuer to satisfy applicable withholding tax upon vesting of restricted stock units.
F2	The restricted stock units vested on February 20, 2024.
F3	On January 20, 2021, the reporting person received a grant of 25,779 restricted stock units, which vests as follows: (a) 25% on February 20, 2022, (b) 25% on February 20, 2023, (c) 25% on February 20, 2024 and (d) 25% on February 20, 2025, subject to continued employment through the applicable vesting date, provided, that if such date falls on a weekend or holiday, the vesting date shall be the first business day after such date.
F4	On February 22, 2022, the reporting person received a grant of 56,072 restricted stock units, which vests as follows: (a) 25% on February 20, 2023 and (b) 6.25% quarterly thereafter, subject to continued employment through the applicable vesting date, provided, that if such date falls on a weekend or holiday, the vesting date shall be the first business day after such date.
F5	On March 3, 2023, the reporting person received a grant of 71,727 restricted stock units, which vests as follows: (a) 25% on February 20, 2024 and (b) 6.25% quarterly thereafter, subject to continued employment through the applicable vesting date, provided, that if such date falls on a weekend or holiday, the vesting date shall be the first business day after such date.
F6	On March 3, 2023, the reporting person received a grant of restricted stock units, eligible to vest subject to the achievement of certain performance criteria and the satisfaction of service conditions. On February 21, 2024, the Compensation Committee determined that the performance criteria was met, resulting in the reporting person earning 38,963 restricted stock units that shall vest upon satisfaction of the following service conditions: (a) one-third immediately vested upon certification by the Compensation Committee on February 21, 2024, (b) one-third on February 20, 2025 and (c) one-third on February 20, 2026, subject to continued employment through the applicable vesting date, provided, that if such date falls on a weekend or holiday, the vesting date shall be the first business day after such date.