Kevin William O'Brien - 01 May 2023 Form 4 Insider Report for EngageSmart, Inc.

Role
President, Enterprise Solutions
Signature
/s/ Scott Semel, Attorney-in-Fact for Kevin William O'Brien
Issuer symbol
N/A
Transactions as of
01 May 2023
Net transactions value
-$80,101
Form type
4
Filing time
03 May 2023, 17:24:07 UTC
Previous filing
04 Apr 2023
Next filing
21 Jun 2023
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 $0 +10,566 +34% $0.000000 41,288 01 May 2023 Direct
transaction ESMT Common Stock Tax liability $80,101 -4,687 -11% $17.09 36,601 01 May 2023 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 Units Options Exercise $0 -10,566 -8.3% $0.000000 116,235 01 May 2023 Common Stock 10,566 Direct F2, F3
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 Represents the number of shares of common stock withheld to satisfy the tax withholding obligation in connection with the vesting of certain previously reported restricted stock units ("RSUs").
F2 Each RSU represents a contingent right to receive one share of common stock.
F3 The RSUs have vested or will vest with respect to 25% of the shares on the first anniversary of the date of grant and then in equal installments on each of the 12 quarterly anniversaries thereafter. The RSUs have no expiration date.

Remarks:

President, Enterprise Solutions