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

Signature
By: /s/ Scott Semel, Attorney-in-Fact for Robert P. Bennett
Stock symbol
ESMT
Transactions as of
Oct 10, 2022
Transactions value $
-$2,500,144
Form type
4
Date filed
10/12/2022, 09:30 PM
Previous filing
Oct 4, 2022
Next filing
Jan 4, 2023

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction ESMT Common Stock Sale -$272K -13.3K -1.14% $20.50 1.15M Oct 10, 2022 Direct F1, F2
transaction ESMT Common Stock Sale -$15K -734 -0.06% $20.39 1.15M Oct 10, 2022 Direct F1, F3
transaction ESMT Common Stock Sale -$272K -13.3K -1.3% $20.50 1.01M Oct 10, 2022 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F4
transaction ESMT Common Stock Sale -$15.7K -733 -0.07% $21.39 1.01M Oct 10, 2022 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F5
transaction ESMT Common Stock Sale -$272K -13.3K -0.88% $20.50 1.49M Oct 10, 2022 The Bennett Family 2020 Trust F1, F4
transaction ESMT Common Stock Sale -$15.7K -733 -0.05% $21.39 1.49M Oct 10, 2022 The Bennett Family 2020 Trust F1, F5
transaction ESMT Common Stock Sale -$266K -13.7K -1.18% $19.45 1.14M Oct 11, 2022 Direct F1, F6
transaction ESMT Common Stock Sale -$6.75K -334 -0.03% $20.21 1.14M Oct 11, 2022 Direct F1, F7
transaction ESMT Common Stock Sale -$266K -13.7K -1.35% $19.45 995K Oct 11, 2022 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F8
transaction ESMT Common Stock Sale -$6.73K -333 -0.03% $20.21 995K Oct 11, 2022 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F9
transaction ESMT Common Stock Sale -$266K -13.7K -0.92% $19.45 1.47M Oct 11, 2022 The Bennett Family 2020 Trust F1, F8
transaction ESMT Common Stock Sale -$6.73K -333 -0.02% $20.21 1.47M Oct 11, 2022 The Bennett Family 2020 Trust F1, F9
transaction ESMT Common Stock Sale -$273K -14K -1.23% $19.53 1.13M Oct 12, 2022 Direct F1, F10
transaction ESMT Common Stock Sale -$273K -14K -1.41% $19.53 981K Oct 12, 2022 The Robert P. Bennett 2020 Grantor Retained Annuity Trust F1, F10
transaction ESMT Common Stock Sale -$273K -14K -0.95% $19.53 1.46M Oct 12, 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