Courtenay O'Connor - Feb 22, 2022 Form 4 Insider Report for Squarespace, Inc. (SQSP)

Role: General Counsel and Secretary
Signature: /s/ Allyson Wilkinson, as Attorney-in-Fact
Stock symbol: SQSP
Transactions as of: Feb 22, 2022
Transactions value $: -$462,703
Form type: 4
Date filed: 2/24/2022, 03:40 PM
Previous filing: Dec 3, 2021
Next filing: Mar 9, 2022

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	SQSP	Class A Common Stock	Options Exercise	$0	+3.39K	+11.87%	$0.00	31.9K	Feb 22, 2022	Direct
transaction	SQSP	Class A Common Stock	Options Exercise	$0	+8.51K	+26.64%	$0.00	40.5K	Feb 22, 2022	Direct
transaction	SQSP	Class A Common Stock	Options Exercise	$0	+7.89K	+19.5%	$0.00	48.3K	Feb 22, 2022	Direct
transaction	SQSP	Class A Common Stock	Options Exercise	$0	+6.44K	+13.33%	$0.00	54.8K	Feb 22, 2022	Direct
transaction	SQSP	Class A Common Stock	Tax liability	-$286K	-10.7K	-19.59%	$26.69	44.1K	Feb 22, 2022	Direct	F1
transaction	SQSP	Class A Common Stock	Sale	-$137K	-5.14K	-11.68%	$26.69	38.9K	Feb 22, 2022	Direct	F2, F3
transaction	SQSP	Class A Common Stock	Sale	-$39K	-1.41K	-3.63%	$27.60	37.5K	Feb 22, 2022	Direct	F2, F4

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	-3.39K	-100%	$0.00^*	0	Feb 22, 2022	Class A Common Stock	3.39K	$0.00	Direct	F5
transaction	SQSP	Restricted Stock Units	Options Exercise	$0	-8.51K	-50%	$0.00	8.51K	Feb 22, 2022	Class A Common Stock	8.51K	$0.00	Direct	F6
transaction	SQSP	Restricted Stock Units	Options Exercise	$0	-7.89K	-33.33%	$0.00	15.8K	Feb 22, 2022	Class A Common Stock	7.89K	$0.00	Direct	F7
transaction	SQSP	Restricted Stock Units	Options Exercise	$0	-6.44K	-25%	$0.00	19.3K	Feb 22, 2022	Class A Common Stock	6.44K	$0.00	Direct	F8
transaction	SQSP	Restricted Stock Units	Award	$0	+56.1K		$0.00	56.1K	Feb 22, 2022	Class A Common Stock	56.1K	$0.00	Direct	F9

* 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 sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on September 3, 2021.
F3	The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $26.23 to $27.19, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, on request, full information regarding the number of shares sold at each separate price within the range set forth above.
F4	The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $27.27 to $27.99, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, on request, full information regarding the number of shares sold at each separate price within the range set forth above.
F5	The restricted stock units vested on February 22, 2022.
F6	On February 28, 2019, the reporting person received a grant of 17,020 restricted stock units, which vests as follows: (a) 50% on February 20, 2022 and (b) 50% on February 20, 2023, 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.
F7	On February 19, 2020, the reporting person received a grant of 23,663 restricted stock units, which vests as follows: (a) 33.33% on February 20, 2022, (b) 33.33% on February 20, 2023 and (c) 33.33% on February 20, 2024, 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.
F8	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.
F9	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.