Jonathan Cole Seltzer - Jan 1, 2023 Form 4 Insider Report for EngageSmart, Inc. (ESMT)

Role
President, SMB Solutions
Signature
By: /s/ Scott Semel, Attorney-in-Fact for Jonathan C. Seltzer
Stock symbol
ESMT
Transactions as of
Jan 1, 2023
Transactions value $
-$14,760
Form type
4
Date filed
1/4/2023, 08:17 PM
Previous filing
Nov 3, 2022
Next filing
Feb 7, 2023

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction ESMT Common Stock Options Exercise $0 +1.2K +44.19% $0.00 3.92K Jan 1, 2023 Direct
transaction ESMT Common Stock Tax liability -$8.45K -480 -12.24% $17.60 3.44K Jan 1, 2023 Direct F1
transaction ESMT Common Stock Options Exercise -$906 -300 -7.42% $3.02* 3.74K Jan 3, 2023 Direct
transaction ESMT Common Stock Sale -$5.41K -300 -8.02% $18.02 3.44K Jan 3, 2023 Direct F2, F3

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 -1.2K -8.33% $0.00 13.2K Jan 1, 2023 Common Stock 1.2K Direct F4, F5
transaction ESMT Stock Option Options Exercise $0 -300 -0.12% $0.00 258K Jan 3, 2023 Common Stock 300 $3.02 Direct F6
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 Represents the number of common stock withheld to satisfy the tax withholding obligation in connection with the vesting of certain previously reported restricted stock units ("RSUs").
F2 The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.
F3 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $18.00 to $18.05. 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.
F4 Each RSU represents a contingent right to receive one share of common stock.
F5 The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.
F6 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.