Robert Paul Bennett - 04 Apr 2023 Form 4 Insider Report for EngageSmart, Inc.

Signature
/s/ Scott Semel, Attorney-in-Fact for Robert P. Bennett
Issuer symbol
N/A
Transactions as of
04 Apr 2023
Net transactions value
-$1,491,835
Form type
4
Filing time
06 Apr 2023, 21:06:39 UTC
Previous filing
04 Apr 2023
Next filing
06 Jul 2023

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction ESMT Common Stock Sale $255,780 -14,000 -1.6% $18.27 852,925 04 Apr 2023 Direct F1, F2
transaction ESMT Common Stock Sale $255,780 -14,000 -1.6% $18.27 865,877 04 Apr 2023 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F3
transaction ESMT Common Stock Sale $255,780 -14,000 -1% $18.27 1,388,000 04 Apr 2023 The Bennett Family 2020 Trust F1, F4
transaction ESMT Common Stock Sale $238,481 -13,833 -1.6% $17.24 839,092 05 Apr 2023 Direct F1, F5
transaction ESMT Common Stock Sale $3,018 -167 -0.02% $18.07 838,925 05 Apr 2023 Direct F1, F6
transaction ESMT Common Stock Sale $238,481 -13,833 -1.6% $17.24 852,044 05 Apr 2023 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F7
transaction ESMT Common Stock Sale $3,018 -167 -0.02% $18.07 851,877 05 Apr 2023 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F8
transaction ESMT Common Stock Sale $238,498 -13,834 -1% $17.24 1,374,166 05 Apr 2023 The Bennett Family 2020 Trust F1, F9
transaction ESMT Common Stock Sale $3,000 -166 -0.01% $18.07 1,374,000 05 Apr 2023 The Bennett Family 2020 Trust F1, F10
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Buy Plan / Sale Plan: These are also open market purchases/sales of shares, but in this case the transaction is part of a trading plan. Rule 10b5-1 allows insiders to setup a trading plan to buy/sell stocks over a certain period of time. Since the purchases/sales are predetermined, this protects the insiders from violating insider trading law.

Transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).

Explanation of Responses:

Id Content
F1 Each of the sales reported in this Form 4 were effected pursuant to Rule 10b5-1 trading plans, each dated September 9, 2022.
F2 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $18.05 to $18.84. 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.
F3 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $18.05 to $18.84. 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.
F4 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $18.05 to $18.84. 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.
F5 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $16.88 to $17.83. 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.
F6 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $17.88 to $18.17. 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.
F7 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $16.88 to $17.83. 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.
F8 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $17.88 to $18.17. 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.
F9 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $16.88 to $17.83. 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.
F10 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $17.88 to $18.17. 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.