# EDGAR Filing Document

**Accession Number:** 0001881898
**File Stem:** 0000899243-23-000747
**Filing Date:** 2023-1
**Character Count:** 7314
**Document Hash:** f3412254cbb96c1077cdc7e0e5283401
**Contains OCR:** False
**Source Format:** 

## Filing Content

## Filing Summary
**0000899243-23-000747.hdr.sgml**: 20230104

**ACCESSION NUMBER**: 0000899243-23-000747

**CONFORMED SUBMISSION TYPE**: 4

**PUBLIC DOCUMENT COUNT**: 1

**CONFORMED PERIOD OF REPORT**: 20230101

**FILED AS OF DATE**: 20230104

**DATE AS OF CHANGE**: 20230104

**REPORTING-OWNER**: 

**OWNER DATA:**
- **COMPANY CONFORMED NAME:** Seltzer Jonathan Cole
- **CENTRAL INDEX KEY:** 0001881898

**FILING VALUES:**
- **FORM TYPE:** 4
- **SEC ACT:** 1934 Act
- **SEC FILE NUMBER:** 001-40835
- **FILM NUMBER:** 23509544

**MAIL ADDRESS:**
- **STREET 1:** C/O ENGAGESMART, LLC
- **STREET 2:** 30 BRAINTREE HILL OFFICE PARK, SUITE 101
- **CITY:** BRAINTREE
- **STATE:** MA
- **ZIP:** 02184
**ISSUER**: 

**COMPANY DATA:**
- **COMPANY CONFORMED NAME:** EngageSmart, Inc.
- **CENTRAL INDEX KEY:** 0001863105
- **STANDARD INDUSTRIAL CLASSIFICATION:** SERVICES-PREPACKAGED SOFTWARE [7372]
- **IRS NUMBER:** 000000000
- **STATE OF INCORPORATION:** DE
- **FISCAL YEAR END:** 1231

**BUSINESS ADDRESS:**
- **STREET 1:** 30 BRAINTREE HILL OFFICE PARK
- **STREET 2:** SUITE 101
- **CITY:** BRAINTREE
- **STATE:** MA
- **ZIP:** 02184
- **BUSINESS PHONE:** (781) 848-3733

**MAIL ADDRESS:**
- **STREET 1:** 30 BRAINTREE HILL OFFICE PARK
- **STREET 2:** SUITE 101
- **CITY:** BRAINTREE
- **STATE:** MA
- **ZIP:** 02184

**FORMER COMPANY:**
- **FORMER CONFORMED NAME:** EngageSmart, LLC
- **DATE OF NAME CHANGE:** 20210519

### UNITED STATES SECURITIES AND EXCHANGE COMMISSION
**Washington, D.C. 20549**

## FORM 4

### STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

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

[ ] Check this box to indicate that a 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). See Instruction 10.

---

| | | |
|:---|:---|:---|
| **1. Name and Address of Reporting Person**<sup>*</sup><br>Seltzer Jonathan Cole<br><sub>(Last) (First) (Middle)</sub><br>C/O ENGAGESMART, INC.<br>30 BRAINTREE HILL OFFICE PARK, SUITE 101<br><sub>(Street)</sub><br>BRAINTREE, MA 02184<br><sub>(City) (State) (Zip)</sub> | **3. Date of Earliest Transaction (Month/Day/Year)**<br>2023-01-01 | **5. Relationship of Reporting Person(s) to Issuer**<br>(Check all applicable)<br>[ ] Director [ ] 10% Owner<br>[X] Officer (give title below) [ ] Other (specify below)<br>_President, SMB Solutions_ |
| **2. Issuer Name and Ticker or Trading Symbol**<br>EngageSmart, Inc. [ ESMT ] | **4. If Amendment, Date of Original Filed (Month/Day/Year)**<br>  | **6. Individual or Joint/Group Filing (Check Applicable Line)**<br>[X] Form filed by One Reporting Person<br>[ ] Form filed by More than One Reporting Person |

---

## Table I - Non-Derivative Securities

---

|  |  |  |  |  |  |  |  |  |  |  |
| --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
| 1. Title of Security | 2. Transaction Date | 2A. Deemed Execution Date | 3. Transaction Code (V) | 3. Transaction Code (V) | 4. Securities Acquired (A) or Disposed of (D) | 4. Securities Acquired (A) or Disposed of (D) | 4. Securities Acquired (A) or Disposed of (D) | 5. Amount of Securities Beneficially Owned | 6. Ownership Form | 7. Nature of Indirect Beneficial Ownership |
| 1. Title of Security | 2. Transaction Date | 2A. Deemed Execution Date | Code | V | Amount | (A) or (D) | Price | 5. Amount of Securities Beneficially Owned | 6. Ownership Form | 7. Nature of Indirect Beneficial Ownership |
| Common Stock | 2023-01-01 |  | M |  | 1202 | A | $0.00 | 3922 | D |  |
| Common Stock | 2023-01-01 |  | F<sup>(1)</sup> |  | 480 | D | $17.60 | 3442 | D |  |
| Common Stock | 2023-01-03 |  | M |  | 300 | D | $3.02 | 3742 | D |  |
| Common Stock | 2023-01-03 |  | S<sup>(2)</sup> |  | 300 | D | 18.02<sup>(3)</sup> | 3442 | D |  |

---

## Table II - Derivative Securities

---

|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
| --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |
| 1. Title of Derivative Security | 2. Conversion or Exercise Price | 3. Transaction Date | 3A. Deemed Execution Date | 4. Transaction Code (V) | 4. Transaction Code (V) | 5. Number of Derivative Securities Acquired (A) or Disposed of (D) | 5. Number of Derivative Securities Acquired (A) or Disposed of (D) | 6. Date Exercisable and Expiration Date | 6. Date Exercisable and Expiration Date | 7. Title and Amount of Underlying Securities | 7. Title and Amount of Underlying Securities | 8. Price of Derivative Security | 9. Number of Derivative Securities Beneficially Owned | 10. Ownership Form | 11. Nature of Indirect Beneficial Ownership |
| 1. Title of Derivative Security | 2. Conversion or Exercise Price | 3. Transaction Date | 3A. Deemed Execution Date | Code | V | (A) | (D) | Date Exercisable | Expiration Date | Title | Amount or Number of Shares | 8. Price of Derivative Security | 9. Number of Derivative Securities Beneficially Owned | 10. Ownership Form | 11. Nature of Indirect Beneficial Ownership |
| Restricted Stock Units | <sup>(4)</sup> | 2023-01-01 |  | M |  |  | 1202 | <sup>(5)</sup> | <sup>(5)</sup> | Common Stock | 1202 | $0.00 | 13221 | D |  |
| Stock Option | $3.02 | 2023-01-03 |  | M |  |  | 300 | <sup>(6)</sup> | 2029-10-31 | Common Stock | 300 | $0.00 | 258030 | D |  |

---

### Footnotes:

(1) 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").

(2) The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

(3) The price reported is a weighted average price. The securities were sold in multiple transactions at per share prices ranging from $18.00 to $18.05. 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.

(4) Each RSU represents a contingent right to receive one share of common stock.

(5) The RSUs vest in 16 equal quarterly installments commencing on January 1, 2022 and have no expiration date.

(6) The stock option vests and becomes exercisable with respect to 25% of the shares on November 1, 2020 and vests with respect to the remaining shares in twelve equal quarterly installments beginning on January 1, 2021.

**Signature:** By: /s/ Scott Semel, Attorney-in-Fact for Jonathan C. Seltzer  
**Date:** 2023-01-04

### Remarks:

Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.

* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).

** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).

Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.

**Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.**