Sec Form 4 Filing - General Atlantic Partners (Bermuda) EU, L.P. @ EngageSmart, Inc. - 2023-03-03

FORM 4 Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

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1. Name and Address of Reporting Person General Atlantic Partners (Bermuda) EU, L.P. 2. Issuer Name and Ticker or Trading Symbol EngageSmart, Inc. [ ESMT] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) X __ Director X __ 10% Owner _____ Officer (give title below) _____ Other (specify below) (Last) (First) (Middle) 2 CHURCH STREET 3. Date of Earliest Transaction (MM/DD/YY) 03/03/2023 (Street) HAMILTON, D0HM11 4. If Amendment, Date Original Filed (MM/DD/YY) 6. Individual or Joint/Group Filing (Check Applicable Line) _____ Form filed by One Reporting Person __ X __ Form filed by More than One Reporting Person (City) (State) (Zip)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned 1.Title of Security (Instr. 3) 2. Transaction Date (MM/DD/YY) 2A. Deemed Execution Date, if any (MM/DD/YY) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4) Code V Amount (A) or (D) Price Common Stock, par value $0.001 per share 03/03/2023 S( 1 ) 6,025,515 D $ 18.1925 91,183,921 I See footnote ( 3 ) ( 4 ) ( 5 ) Common Stock, par value $0.001 per share 03/07/2023 S( 2 ) 912,381 D $ 18.1925 90,271,540 I See footnote ( 3 ) ( 4 ) ( 5 )

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned ( e.g. , puts, calls, warrants, options, convertible securities) 1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (MM/DD/YY) 3A. Deemed Execution Date, if any (MM/DD/YY) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4, and 5) 6. Date Exercisable and Expiration Date (MM/DD/YY) 7. Title and Amount of Underlying Securities (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form of Derivative Security: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4) Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares

Reporting Owners Reporting Owner Name / Address Relationships Director 10% Owner Officer Other General Atlantic Partners (Bermuda) EU, L.P. 2 CHURCH STREET HAMILTON, D0HM11 X X GAP (Bermuda) L.P. 2 CHURCH STREET HAMILTON, D0HM11 X X Signatures /s/ Michael Gosk 03/07/2023 Signature of Reporting Person Date /s/ Michael Gosk 03/07/2023 Signature of Reporting Person Date

Explanation of Responses:

( 1 )The shares of Common Stock were sold by General Atlantic (IC), L.P., a Delaware limited partnership ("GA IC"), pursuant to a registered underwritten offering that closed on March 3, 2023 (the "Offering"), at a price of $18.1925. ( 2 )The shares of Common Stock were sold by General Atlantic (IC), L.P., a Delaware limited partnership ("GA IC"), pursuant to the exercise by the underwriters of their over-allotment option after the closing of the Offering, (the "Over-Allotment Option", and together with the Offering, the "Transaction") at a price of $18.1925. ( 3 )Reflects securities held directly by GA IC following the closing of the Transaction. Each of the following investment funds share beneficial ownership of the shares of common stock held by GA IC: General Atlantic Partners 100, L.P., a Delaware limited partnership ("GAP 100"), General Atlantic Partners (Bermuda) EU, L.P., a Bermuda limited partnership ("GAP Bermuda EU"), GAP Coinvestments III, LLC, a Delaware limited liability company ("GAPCO III"), GAP Coinvestments IV, LLC, a Delaware limited liability company ("GAPCO IV"), GAP Coinvestments V, LLC, a Delaware limited liability company ("GAPCO V"), and GAP Coinvestments CDA, L.P., a Delaware limited partnership ("GAPCO CDA", and together with GAP 100, GAP Bermuda EU, GAPCO III, GAPCO IV, and GAPCO V, the "GA Funds") (cont'd in FN4). ( 4 )(cont'd from FN3) The general partner of GA IC is General Atlantic (SPV) GP, LLC, a Delaware limited liability company ("GA SPV"). The general partner of GAP 100 is GA GenPar. The general partner of GAP Bermuda EU is General Atlantic GenPar Bermuda L.P., a Bermuda limited partnership ("GenPar Bermuda"). General Atlantic, L.P., a Delaware limited partnership ("GA LP"), which is controlled by the Management Committee of GASC MGP, LLC, a Delaware limited liability company (the "Management Committee"), is the managing member of GAPCO III, GAPCO IV and GAPCO V, the general partner of GAPCO CDA and GA GenPar, and the sole member of GA SPV. The general partner of GenPar Bermuda is GAP (Bermuda) L.P., a Bermuda limited Partnership ("GAP Bermuda"), which is also controlled by the (cont'd in FN5) ( 5 )(cont'd from FN4) Management Committee. There are nine members of the Management Committee. By virtue of the foregoing, the Reporting Persons may be deemed to share voting power and the power to direct the disposition of the shares that each owns of record. Each of the members of the Management Committee disclaims ownership of the shares except to the extent he has a pecuniary interest therein.

Remarks: GA IC, GA LP, GAP Bermuda, GenPar Bermuda, GA SPV, GA GenPar and the GA Funds may be deemed to be members of a "group" for the purposes of the Securities Exchange Act of 1934. Each reporting person disclaims beneficial ownership of any securities deemed to be owned by the group that are not directly owned by the reporting person. This report shall not be deemed an admission that the reporting persons are a member of a group or the beneficial owner of any securities not directly owned by the reporting person. Each of the reporting persons is a director-by-deputization solely for purposes of Section 16 of the Exchange Act. // Form 2 of 2

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