Patrick F. Donovan - Nov 27, 2023 Form 4 Insider Report for EngageSmart, Inc. (ESMT)

Role
Chief Accounting Officer
Signature
/s/ Scott Semel, Attorney-in-Fact for Patrick F. Donovan
Stock symbol
ESMT
Transactions as of
Nov 27, 2023
Transactions value $
-$549,760
Form type
4
Date filed
11/29/2023, 04:31 PM
Previous filing
Oct 3, 2023
Next filing
Jan 3, 2024

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction ESMT Common Stock Options Exercise $58.5K +10.3K +249.64% $5.67 14.4K Nov 27, 2023 Direct
transaction ESMT Common Stock Options Exercise $123K +21.7K +150.21% $5.67 36.1K Nov 27, 2023 Direct
transaction ESMT Common Stock Sale -$731K -32K -88.57% $22.85 4.13K Nov 27, 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 Stock Option Options Exercise $0 -10.3K -68.73% $0.00 4.69K Nov 27, 2023 Common Stock 10.3K $5.67 Direct F2
transaction ESMT Stock Option Options Exercise $0 -21.7K -48.2% $0.00 23.3K Nov 27, 2023 Common Stock 21.7K $5.67 Direct F3
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $22.85 to $22.86. The Reporting Person undertakes to provide upon request from 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.
F2 The stock option vested and became exercisable with respect to 25% of the shares on February 2, 2022 and vests with respect to the remaining shares in twelve equal quarterly installments beginning on April 1, 2022.
F3 The stock option vested and became exercisable with respect to 25% of the shares on March 31, 2022 and vests with respect to the remaining shares in twelve equal quarterly installments beginning on April 1, 2022.