Robert Paul Bennett - 10 Oct 2022 Form 4 Insider Report for EngageSmart, Inc.

Signature
By: /s/ Scott Semel, Attorney-in-Fact for Robert P. Bennett
Issuer symbol
N/A
Transactions as of
10 Oct 2022
Net transactions value
-$2,500,144
Form type
4
Filing time
12 Oct 2022, 21:30:59 UTC
Previous filing
04 Oct 2022
Next filing
04 Jan 2023

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction ESMT Common Stock Sale $271,953 -13,266 -1.1% $20.50 1,154,926 10 Oct 2022 Direct F1, F2
transaction ESMT Common Stock Sale $14,966 -734 -0.06% $20.39 1,154,192 10 Oct 2022 Direct F1, F3
transaction ESMT Common Stock Sale $271,974 -13,267 -1.3% $20.50 1,009,711 10 Oct 2022 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F4
transaction ESMT Common Stock Sale $15,679 -733 -0.07% $21.39 1,008,978 10 Oct 2022 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F5
transaction ESMT Common Stock Sale $271,974 -13,267 -0.88% $20.50 1,486,733 10 Oct 2022 The Bennett Family 2020 Trust F1, F4
transaction ESMT Common Stock Sale $15,679 -733 -0.05% $21.39 1,486,000 10 Oct 2022 The Bennett Family 2020 Trust F1, F5
transaction ESMT Common Stock Sale $265,804 -13,666 -1.2% $19.45 1,140,526 11 Oct 2022 Direct F1, F6
transaction ESMT Common Stock Sale $6,750 -334 -0.03% $20.21 1,140,192 11 Oct 2022 Direct F1, F7
transaction ESMT Common Stock Sale $265,823 -13,667 -1.4% $19.45 995,311 11 Oct 2022 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F8
transaction ESMT Common Stock Sale $6,730 -333 -0.03% $20.21 994,978 11 Oct 2022 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F9
transaction ESMT Common Stock Sale $265,823 -13,667 -0.92% $19.45 1,472,333 11 Oct 2022 The Bennett Family 2020 Trust F1, F8
transaction ESMT Common Stock Sale $6,730 -333 -0.02% $20.21 1,472,000 11 Oct 2022 The Bennett Family 2020 Trust F1, F9
transaction ESMT Common Stock Sale $273,420 -14,000 -1.2% $19.53 1,126,192 12 Oct 2022 Direct F1, F10
transaction ESMT Common Stock Sale $273,420 -14,000 -1.4% $19.53 980,978 12 Oct 2022 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F10
transaction ESMT Common Stock Sale $273,420 -14,000 -0.95% $19.53 1,458,000 12 Oct 2022 The Bennett Family 2020 Trust F1, F10
* 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 $20.20 to $21.19. 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 price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $21.22 to $21.69. 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 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $20.20 to $21.19. 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.
F5 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $21.22 to $21.69. 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.
F6 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $18.96 to $19.93. 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.
F7 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $19.99 to $20.33. 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.
F8 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $18.96 to $19.93. 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.
F9 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $19.99 to $20.33. 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.
F10 The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $18.96 to $19.84. 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