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Bennett Robert Paul

Disclosed activity across 2 companies

Tapewire entity
47765
SEC CIK
0001881869

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
FORRESTER RESEARCH, INC.FORR · Entity 412DirectorMay 12, 2026May 13, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

FORRESTER RESEARCH, INC.

Report date May 12, 2026 · Filed May 13, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect27,305 Reported balance After 2026-05-12 transaction · row 1
1 source row

Row 1 · 2026-05-12 · Grant · Acquired 8,000 · Balance 27,305

F1: The securities awarded on May 12, 2026 are in the form of Restricted Stock Units issued pursuant to the Forrester Research, Inc. Amended and Restated Equity Incentive Plan that entitle the reporting person, upon vesting, to receive one share of common stock per Restricted Stock Unit. The Restricted Stock Units will vest and convert into common stock in four equal and consecutive installments. The first tranche will vest on September 1, 2026, with an equal number of shares vesting on each of December 1, 2026 and March 1, 2027, and the balance of the shares vesting on June 1, 2027.

Filing footnotes · ownership attribution and instrument terms

F1: The securities awarded on May 12, 2026 are in the form of Restricted Stock Units issued pursuant to the Forrester Research, Inc. Amended and Restated Equity Incentive Plan that entitle the reporting person, upon vesting, to receive one share of common stock per Restricted Stock Unit. The Restricted Stock Units will vest and convert into common stock in four equal and consecutive installments. The first tranche will vest on September 1, 2026, with an equal number of shares vesting on each of December 1, 2026 and March 1, 2027, and the balance of the shares vesting on June 1, 2027.

Past disclosures · reporting ended (1)

No longer tracked through insider filings. These historical balances do not imply present ownership or a zero position.

EngageSmart, Inc.

Report date January 26, 2024 · Filed January 29, 2024

Section 16 reporting ended · disclosed 2024-01-29. Current position is not established by this disclosure.

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect0 Reported balance After 2024-01-26 transaction · row 1
1 source row

Row 1 · 2024-01-26 · Disposition to issuer · Disposed 859,710 · Balance 0

F1: This Form 4 reports securities disposed of under the Agreement and Plan of Merger (the "Merger Agreement"), dated October 23, 2023, among EngageSmart, Inc. (the "Company"), Icefall Parent, Inc. ("Parent"), and Icefall Merger Sub, LLC ("Merger Sub"), under which Merger Sub was merged with and into the Company (the "Merger"), with the Company continuing as the surviving corporation in the Merger. At the effective time of the Merger (the "Effective Time"), each issued and outstanding share of common stock of the Company ("Shares") was cancelled and converted into the right to receive $23.00 in cash (the "Per Share Price") without interest thereon.

Common StockSEC Table I · non-derivativeIndirectThe Robert P. Bennett 2020 Grantor Retained Annuity Trust0 Reported balance After 2024-01-26 transaction · row 2 Account identity is unresolved; indirect or unspecified ownership is not merged.
1 source row

Row 2 · 2024-01-26 · Disposition to issuer · Disposed 809,877 · Balance 0

F1: This Form 4 reports securities disposed of under the Agreement and Plan of Merger (the "Merger Agreement"), dated October 23, 2023, among EngageSmart, Inc. (the "Company"), Icefall Parent, Inc. ("Parent"), and Icefall Merger Sub, LLC ("Merger Sub"), under which Merger Sub was merged with and into the Company (the "Merger"), with the Company continuing as the surviving corporation in the Merger. At the effective time of the Merger (the "Effective Time"), each issued and outstanding share of common stock of the Company ("Shares") was cancelled and converted into the right to receive $23.00 in cash (the "Per Share Price") without interest thereon.

Common StockSEC Table I · non-derivativeIndirectThe Bennett Family 2020 Trust0 Reported balance After 2024-01-26 transaction · row 3 Account identity is unresolved; indirect or unspecified ownership is not merged.
1 source row

Row 3 · 2024-01-26 · Disposition to issuer · Disposed 1,332,000 · Balance 0

F1: This Form 4 reports securities disposed of under the Agreement and Plan of Merger (the "Merger Agreement"), dated October 23, 2023, among EngageSmart, Inc. (the "Company"), Icefall Parent, Inc. ("Parent"), and Icefall Merger Sub, LLC ("Merger Sub"), under which Merger Sub was merged with and into the Company (the "Merger"), with the Company continuing as the surviving corporation in the Merger. At the effective time of the Merger (the "Effective Time"), each issued and outstanding share of common stock of the Company ("Shares") was cancelled and converted into the right to receive $23.00 in cash (the "Per Share Price") without interest thereon.

Restricted Stock UnitsSEC Table II · derivative / convertible securityDirect0 Reported balance After 2024-01-26 transaction · row 4 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 4 · 2024-01-26 · Disposition to issuer · Disposed 249,352 · Balance 0

F2: Each Company restricted stock unit ("Company RSUs") represented a contingent right to receive one Share upon vesting of the Company RSU.

F3: Under the Merger Agreement, at the Effective Time, each Company RSU reported in this Form 4 was cancelled and converted into the contingent right to receive from Parent or the Company a converted cash award (a "Converted Cash Award") with respect to an aggregate amount in cash equal in value to (A) the total number of Shares subject to such Company RSU immediately prior to the Effective Time multiplied by (B) the Per Share Price, which Converted Cash Award will remain subject to the same vesting terms and conditions of the corresponding Company RSU.

Option to Purchase Common StockSEC Table II · derivative / convertible security · Conversion / exercise price $5.67Direct0 Reported balance After 2024-01-26 transaction · row 5 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 5 · 2024-01-26 · Disposition to issuer · Disposed 427,911 · Balance 0

F4: Under the Merger Agreement, at the Effective Time, each option to purchase Shares (a "Company Option") that was reported in this Form 4 was cancelled and converted into the right to receive an amount (without interest) in cash equal in value to (A) the total number of Shares subject to such Company Option multiplied by (B) the excess, if any, of the Per Share Price over the exercise price per Share underlying such Company Option.

Filing footnotes · ownership attribution and instrument terms

F1: This Form 4 reports securities disposed of under the Agreement and Plan of Merger (the "Merger Agreement"), dated October 23, 2023, among EngageSmart, Inc. (the "Company"), Icefall Parent, Inc. ("Parent"), and Icefall Merger Sub, LLC ("Merger Sub"), under which Merger Sub was merged with and into the Company (the "Merger"), with the Company continuing as the surviving corporation in the Merger. At the effective time of the Merger (the "Effective Time"), each issued and outstanding share of common stock of the Company ("Shares") was cancelled and converted into the right to receive $23.00 in cash (the "Per Share Price") without interest thereon.

F2: Each Company restricted stock unit ("Company RSUs") represented a contingent right to receive one Share upon vesting of the Company RSU.

F3: Under the Merger Agreement, at the Effective Time, each Company RSU reported in this Form 4 was cancelled and converted into the contingent right to receive from Parent or the Company a converted cash award (a "Converted Cash Award") with respect to an aggregate amount in cash equal in value to (A) the total number of Shares subject to such Company RSU immediately prior to the Effective Time multiplied by (B) the Per Share Price, which Converted Cash Award will remain subject to the same vesting terms and conditions of the corresponding Company RSU.

F4: Under the Merger Agreement, at the Effective Time, each option to purchase Shares (a "Company Option") that was reported in this Form 4 was cancelled and converted into the right to receive an amount (without interest) in cash equal in value to (A) the total number of Shares subject to such Company Option multiplied by (B) the excess, if any, of the Per Share Price over the exercise price per Share underlying such Company Option.

Transaction history

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
April 01, 2023 Filed Apr 5, 2023 01:51 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionCommon Stock 19,377 $0.00 $0.00
Disclosure

SEC source: 0000899243-23-010611 · doc4.xml · nonDerivative · entry 3

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 886,613

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
April 01, 2023 Filed Apr 5, 2023 01:51 UTC EngageSmart, Inc. ESMT · Entity 94837 Tax withholdingCommon Stock 706 $19.25 $13,590.50
Disclosure

SEC source: 0000899243-23-010611 · doc4.xml · nonDerivative · entry 2

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 867,236

F2 · kind: 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").

Read SEC document
April 01, 2023 Filed Apr 5, 2023 01:51 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionCommon Stock 2,403 $0.00 $0.00
Disclosure

SEC source: 0000899243-23-010611 · doc4.xml · nonDerivative · entry 1

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 867,942

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · balance_after: Includes 45,101 shares previously held through the Robert P. Bennett 2020 Grantor Retained Annuity Trust, of which the Reporting Person serves as the sole trustee, which were distributed to the Reporting Person on January 31, 2023 and are now owned directly by the Reporting Person.

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March 07, 2023 Filed Mar 7, 2023 22:54 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 34,892 $18.19 $634,772.71
Disclosure

SEC source: 0000899243-23-007383 · doc4.xml · nonDerivative · entry 2

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 820,438

F1 · price: This amount represents a public offering price of $19.00 per share of common stock of EngageSmart, Inc. (the "Common Stock"), less an underwriting discount of $0.8075 per share for shares sold in an underwritten public offering.

Read SEC document
March 03, 2023 Filed Mar 7, 2023 22:54 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 230,433 $18.19 $4,192,152.35
Disclosure

SEC source: 0000899243-23-007383 · doc4.xml · nonDerivative · entry 1

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 855,330

F1 · price: This amount represents a public offering price of $19.00 per share of common stock of EngageSmart, Inc. (the "Common Stock"), less an underwriting discount of $0.8075 per share for shares sold in an underwritten public offering.

Read SEC document
February 03, 2023 Filed Feb 8, 2023 01:22 UTC EngageSmart, Inc. ESMT · Entity 94837 GrantRestricted Stock Units · Derivative 310,033 $0.00 $0.00
Disclosure

SEC source: 0000899243-23-004253 · doc4.xml · derivative · entry 1

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 310,033

Underlying: Common Stock · 310,033 shares

Expires not disclosed

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of common stock.

F2 · derivative.exercise_date: The RSUs vest in 16 equal quarterly installments commencing on April 1, 2023 and have no expiration date.

F2 · derivative.expiration_date: The RSUs vest in 16 equal quarterly installments commencing on April 1, 2023 and have no expiration date.

Read SEC document
January 04, 2023 Filed Jan 5, 2023 02:19 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 14,000 $17.51 $245,140.00
Disclosure

SEC source: 0000899243-23-000749 · doc4.xml · nonDerivative · entry 8

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Bennett Family 2020 Trust

Disclosed balance after: 1,416,000

F2 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F8 · price: The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $17.29 to $17.92. 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.

Read SEC document
January 04, 2023 Filed Jan 5, 2023 02:19 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 14,000 $17.51 $245,140.00
Disclosure

SEC source: 0000899243-23-000749 · doc4.xml · nonDerivative · entry 7

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Robert P. Bennett 2020 Grantor Retained Annuity Trust

Disclosed balance after: 938,978

F2 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F7 · price: The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $17.29 to $17.92. 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.

Read SEC document
January 04, 2023 Filed Jan 5, 2023 02:19 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 14,000 $17.51 $245,140.00
Disclosure

SEC source: 0000899243-23-000749 · doc4.xml · nonDerivative · entry 6

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,085,763

F2 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F6 · price: The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $17.29 to $17.92. 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.

Read SEC document
January 03, 2023 Filed Jan 5, 2023 02:19 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 28,000 $17.67 $494,760.00
Disclosure

SEC source: 0000899243-23-000749 · doc4.xml · nonDerivative · entry 5

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Bennett Family 2020 Trust

Disclosed balance after: 1,430,000

F2 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F5 · price: The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $17.54 to $17.99. 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.

Read SEC document
January 03, 2023 Filed Jan 5, 2023 02:19 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 28,000 $17.67 $494,760.00
Disclosure

SEC source: 0000899243-23-000749 · doc4.xml · nonDerivative · entry 4

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Robert P. Bennett 2020 Grantor Retained Annuity Trust

Disclosed balance after: 952,978

F2 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F4 · price: The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $17.55 to $18.00. 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.

Read SEC document
January 03, 2023 Filed Jan 5, 2023 02:19 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 28,000 $17.67 $494,760.00
Disclosure

SEC source: 0000899243-23-000749 · doc4.xml · nonDerivative · entry 3

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,099,763

F2 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F3 · price: The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $17.54 to $17.99. 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.

Read SEC document
January 01, 2023 Filed Jan 5, 2023 02:19 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionRestricted Stock Units · Derivative 2,404 $0.00 $0.00
Disclosure

SEC source: 0000899243-23-000749 · doc4.xml · derivative · entry 9

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 26,442

Underlying: Common Stock · 2,404 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F9 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of common stock.

F10 · derivative.exercise_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

F10 · derivative.expiration_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

Read SEC document
January 01, 2023 Filed Jan 5, 2023 02:19 UTC EngageSmart, Inc. ESMT · Entity 94837 Tax withholdingCommon Stock 833 $17.60 $14,660.80
Disclosure

SEC source: 0000899243-23-000749 · doc4.xml · nonDerivative · entry 2

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,127,763

F1 · kind: 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").

Read SEC document
January 01, 2023 Filed Jan 5, 2023 02:19 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionCommon Stock 2,404 $0.00 $0.00
Disclosure

SEC source: 0000899243-23-000749 · doc4.xml · nonDerivative · entry 1

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,128,596

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
October 12, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 14,000 $19.53 $273,420.00
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 15

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Bennett Family 2020 Trust

Disclosed balance after: 1,458,000

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F10 · price: 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

Read SEC document
October 12, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 14,000 $19.53 $273,420.00
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 14

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Robert P. Bennett 2020 Grantor Retained Annuity Trust

Disclosed balance after: 980,978

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F10 · price: 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

Read SEC document
October 12, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 14,000 $19.53 $273,420.00
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 13

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,126,192

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F10 · price: 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

Read SEC document
October 11, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 333 $20.21 $6,729.93
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 12

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Bennett Family 2020 Trust

Disclosed balance after: 1,472,000

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F9 · price: 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.

Read SEC document
October 11, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 13,667 $19.45 $265,823.15
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 11

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Bennett Family 2020 Trust

Disclosed balance after: 1,472,333

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F8 · price: 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.

Read SEC document
October 11, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 333 $20.21 $6,729.93
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 10

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Robert P. Bennett 2020 Grantor Retained Annuity Trust

Disclosed balance after: 994,978

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F9 · price: 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.

Read SEC document
October 11, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 13,667 $19.45 $265,823.15
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 9

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Robert P. Bennett 2020 Grantor Retained Annuity Trust

Disclosed balance after: 995,311

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F8 · price: 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.

Read SEC document
October 11, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 334 $20.21 $6,750.14
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 8

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,140,192

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F7 · price: 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.

Read SEC document
October 11, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 13,666 $19.45 $265,803.70
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 7

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,140,526

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F6 · price: 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.

Read SEC document
October 10, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 733 $21.39 $15,678.87
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 6

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Bennett Family 2020 Trust

Disclosed balance after: 1,486,000

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F5 · price: 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.

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October 10, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 13,267 $20.50 $271,973.50
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 5

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Bennett Family 2020 Trust

Disclosed balance after: 1,486,733

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F4 · price: 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.

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October 10, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 733 $21.39 $15,678.87
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 4

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Robert P. Bennett 2020 Grantor Retained Annuity Trust

Disclosed balance after: 1,008,978

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F5 · price: 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.

Read SEC document
October 10, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 13,267 $20.50 $271,973.50
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 3

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · The Robert P. Bennett 2020 Grantor Retained Annuity Trust

Disclosed balance after: 1,009,711

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F4 · price: 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.

Read SEC document
October 10, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 734 $20.39 $14,966.26
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 2

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,154,192

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F3 · price: 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.

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October 10, 2022 Filed Oct 13, 2022 01:30 UTC EngageSmart, Inc. ESMT · Entity 94837 SaleCommon Stock 13,266 $20.50 $271,953.00
Disclosure

SEC source: 0000899243-22-033526 · doc4.xml · nonDerivative · entry 1

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,154,926

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F2 · price: 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.

Read SEC document
October 01, 2022 Filed Oct 5, 2022 00:27 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionRestricted Stock Units · Derivative 2,404 $0.00 $0.00
Disclosure

SEC source: 0000899243-22-032810 · doc4.xml · derivative · entry 4

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 28,846

Underlying: Common Stock · 2,404 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of common stock.

F4 · derivative.exercise_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

F4 · derivative.expiration_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

Read SEC document
October 01, 2022 Filed Oct 5, 2022 00:27 UTC EngageSmart, Inc. ESMT · Entity 94837 Tax withholdingCommon Stock 1,067 $20.69 $22,076.23
Disclosure

SEC source: 0000899243-22-032810 · doc4.xml · nonDerivative · entry 2

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,168,192

F1 · kind: 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").

Read SEC document
October 01, 2022 Filed Oct 5, 2022 00:27 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionCommon Stock 2,404 $0.00 $0.00
Disclosure

SEC source: 0000899243-22-032810 · doc4.xml · nonDerivative · entry 1

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,169,259

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
July 01, 2022 Filed Jul 6, 2022 22:12 UTC EngageSmart, Inc. ESMT · Entity 94837 Tax withholdingCommon Stock 1,067 $16.40 $17,498.80
Disclosure

SEC source: 0000899243-22-025467 · doc4.xml · nonDerivative · entry 2

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,166,855

F2 · kind: 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").

Read SEC document
July 01, 2022 Filed Jul 6, 2022 22:12 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionCommon Stock 2,404 $0.00 $0.00
Disclosure

SEC source: 0000899243-22-025467 · doc4.xml · nonDerivative · entry 1

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,167,922

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · balance_after: Includes 27,022 shares of common stock received as annuity payment from The Robert P. Bennett 2020 Grantor Retained Annuity Trust, of which the Reporting Person serves as the sole trustee.

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April 01, 2022 Filed Apr 6, 2022 01:08 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionRestricted Stock Units · Derivative 2,404 $0.00 $0.00
Disclosure

SEC source: 0000899243-22-013952 · doc4.xml · derivative · entry 4

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 33,654

Underlying: Common Stock · 2,404 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of common stock.

F4 · derivative.exercise_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

F4 · derivative.expiration_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

Read SEC document
April 01, 2022 Filed Apr 6, 2022 01:08 UTC EngageSmart, Inc. ESMT · Entity 94837 Tax withholdingCommon Stock 1,067 $22.06 $23,538.02
Disclosure

SEC source: 0000899243-22-013952 · doc4.xml · nonDerivative · entry 2

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,138,496

F1 · kind: 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").

Read SEC document
April 01, 2022 Filed Apr 6, 2022 01:08 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionCommon Stock 2,404 $0.00 $0.00
Disclosure

SEC source: 0000899243-22-013952 · doc4.xml · nonDerivative · entry 1

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,139,563

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
April 01, 2022 Filed Jul 6, 2022 22:12 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionRestricted Stock Units · Derivative 2,404 $0.00 $0.00
Disclosure

SEC source: 0000899243-22-025467 · doc4.xml · derivative · entry 4

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 31,250

Underlying: Common Stock · 2,404 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of common stock.

F5 · derivative.exercise_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

F5 · derivative.expiration_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

Read SEC document
February 11, 2022 Filed Feb 16, 2022 02:40 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionStock Option · Derivative 150,000 $0.00 Strike: $5.67 $0.00
Disclosure

SEC source: 0000899243-22-006554 · doc4.xml · derivative · entry 6

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 450,000

Underlying: Common Stock · 150,000 shares

Expires 2031-02-01

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_date: The stock option vested and became exercisable with respect to 25% of the underlying shares on February 2, 2022 and will vest with respect to the remaining shares in twelve equal quarterly installments beginning on April 1, 2022, subject to the Reporting Person's continued service to the Issuer through each vesting date.

Read SEC document
February 11, 2022 Filed Feb 16, 2022 02:40 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionCommon Stock 150,000 $5.67 $850,500.00
Disclosure

SEC source: 0000899243-22-006554 · doc4.xml · nonDerivative · entry 3

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,135,589

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
February 11, 2022 Filed Mar 29, 2022 22:58 UTC Amendment EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionStock Option · Derivative 150,000 $0.00 Strike: $5.67 $0.00
Disclosure

SEC source: 0000899243-22-012709 · doc4a.xml · derivative · entry 6

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 450,000

Underlying: Common Stock · 150,000 shares

Expires 2031-02-01

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F6 · derivative.exercise_date: The stock option vested and became exercisable with respect to 25% of the underlying shares on February 2, 2022 and will vest with respect to the remaining shares in twelve equal quarterly installments beginning on April 1, 2022, subject to the Reporting Person's continued service to the Issuer through each vesting date.

Read SEC document
February 11, 2022 Filed Mar 29, 2022 22:58 UTC Amendment EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionCommon Stock 150,000 $5.67 $850,500.00
Disclosure

SEC source: 0000899243-22-012709 · doc4a.xml · nonDerivative · entry 3

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,137,159

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · balance_after: The Original Form 4 inadvertently incorrectly stated the total number of shares of common stock directly beneficially owned by the Reporting Person. This amendment is being filed to correct the total number of shares of common stock directly beneficially owned by the Reporting Person.

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January 01, 2022 Filed Feb 16, 2022 02:40 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionRestricted Stock Units · Derivative 2,403 $0.00 $0.00
Disclosure

SEC source: 0000899243-22-006554 · doc4.xml · derivative · entry 5

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 36,058

Underlying: Common Stock · 2,403 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of common stock.

F3 · derivative.exercise_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

F3 · derivative.expiration_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

Read SEC document
January 01, 2022 Filed Feb 16, 2022 02:40 UTC EngageSmart, Inc. ESMT · Entity 94837 Tax withholdingCommon Stock 833 $24.12 $20,091.96
Disclosure

SEC source: 0000899243-22-006554 · doc4.xml · nonDerivative · entry 2

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 987,159

Read SEC document
January 01, 2022 Filed Feb 16, 2022 02:40 UTC EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionCommon Stock 2,403 Not disclosed Not disclosed
Disclosure

SEC source: 0000899243-22-006554 · doc4.xml · nonDerivative · entry 1

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 987,992

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of common stock.

Read SEC document
January 01, 2022 Filed Mar 29, 2022 22:58 UTC Amendment EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionRestricted Stock Units · Derivative 2,403 $0.00 $0.00
Disclosure

SEC source: 0000899243-22-012709 · doc4a.xml · derivative · entry 5

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 36,058

Underlying: Common Stock · 2,403 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of common stock.

F5 · derivative.exercise_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

F5 · derivative.expiration_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

Read SEC document
January 01, 2022 Filed Mar 29, 2022 22:58 UTC Amendment EngageSmart, Inc. ESMT · Entity 94837 Tax withholdingCommon Stock 833 $24.12 $20,091.96
Disclosure

SEC source: 0000899243-22-012709 · doc4a.xml · nonDerivative · entry 2

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 987,159

Read SEC document
January 01, 2022 Filed Mar 29, 2022 22:58 UTC Amendment EngageSmart, Inc. ESMT · Entity 94837 Exercise / conversionCommon Stock 2,403 Not disclosed Not disclosed
Disclosure

SEC source: 0000899243-22-012709 · doc4a.xml · nonDerivative · entry 1

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 987,992

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · date: On February 15, 2022, the Reporting Person filed a Form 4 (the "Original Form 4") which inadvertently indicated that the date of earliest transaction required to be reported was 02/11/2022. The correct date of earliest transaction required to be reported is 01/01/2022. This amendment is being filed to correct the date of the earliest transaction required to be reported.

F2 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of common stock.

Read SEC document
September 27, 2021 Filed Sep 30, 2021 00:10 UTC EngageSmart, Inc. ESMT · Entity 94837 GrantRestricted Stock Unit · Derivative 38,461 $0.00 $0.00
Disclosure

SEC source: 0000899243-21-038233 · doc4.xml · derivative · entry 3

Bennett Robert Paul · CIK 0001881869 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 38,461

Underlying: Common Stock · 38,461 shares

Expires not disclosed

F2 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of common stock.

F3 · derivative.exercise_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

F3 · derivative.expiration_date: The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

Read SEC document

Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.