Jonathan Cole Seltzer - 01 Jun 2022 Form 4 Insider Report for EngageSmart, Inc.

Role: President, SMB Solutions
Signature: By: /s/ Scott Semel, Attorney-in-Fact for Jonathan C. Seltzer
Issuer symbol: N/A
Transactions as of: 01 Jun 2022
Net transactions value: -$151,679
Form type: 4
Filing time: 03 Jun 2022, 16:05:49 UTC
Previous filing: 04 May 2022
Next filing: 06 Jul 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	Options Exercise	$25,169	+8,334	+553%	$3.02^*	9,842	01 Jun 2022	Direct
transaction	ESMT	Common Stock	Sale	$176,847	-8,334	-85%	$21.22	1,508	01 Jun 2022	Direct	F1, F2

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	Stock Option	Options Exercise	$0	-8,334	-2.9%	$0.000000	274,998	01 Jun 2022	Common Stock	8,334	$3.02	Direct	F3

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

Explanation of Responses:

Id	Content
F1	The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.
F2	The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $21.00 to $21.64. The Reporting Person undertakes to provide upon request the SEC staff, the Issuer, or any shareholder of the Issuer, full information regarding the number of securities sold at each separate price within the range set forth in this footnote.
F3	The stock option vests and becomes exercisable with respect to 25% of the shares on November 1, 2020 and vests with respect to the remaining shares in twelve equal quarterly installments beginning on January 1, 2021.