Cassandra Hudson - 27 Sep 2021 Form 4 Insider Report for EngageSmart, Inc.

Role: Chief Financial Officer
Signature: By: /s/ Charles Kallenbach, Attorney-in-Fact for Cassandra E. Hudson
Issuer symbol: N/A
Transactions as of: 27 Sep 2021
Net transactions value: +$26,000
Form type: 4
Filing time: 29 Sep 2021, 20:10:33 UTC
Previous filing: 23 Sep 2021
Next filing: 29 Mar 2022
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	ESMT	Common Stock	Purchase	$26,000	+1,000		$26.00	1,000	27 Sep 2021	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	ESMT	Restricted Stock Unit	Award	$0	+57,692		$0.000000	57,692	27 Sep 2021	Common Stock	57,692		Direct	F2, F3

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

Explanation of Responses:

Id	Content
F1	Represents shares acquired pursuant to a directed share program in connection with the Issuer's initial public offering of common stock.
F2	Each restricted stock unit ("RSU") represents a contingent right to receive one share of common stock.
F3	The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.