EngageSmart, Inc.
EngageSmart, Inc. (ESMT) Insider Trading
Form 4 buy vs sell counts, ratio, and sentiment — switch this quarter or last 12 months; chart and transactions below.
SEC EDGAR · FMP · ESMT · as of Jun 9, 2026
Activity summary
Buy transactions
0
P-Purchase only
Sell transactions
39
12 Months
Buy/Sell ratio
0.00
Buy/Sell (by trades)
Overall sentiment
EngageSmart, Inc. insiders have been primarily selling shares over the past 12 Months. Selling activity is often driven by pre-scheduled Rule 10b5-1 plans rather than negative sentiment toward the company.
▸ Source: SEC EDGAR · Form 3 & 4 · via Financial Modeling Prep · Buy = P-Purchase only · Sell = S-Sale only
As of Jun 9, 2026
ESMT insider buying and selling by quarter
ESMT insider selling · ESMT insider buying stocks · quarterly insider activity
Mobile shows last 4Q · Desktop shows full 8Q
▸ Source: SEC EDGAR · Form 3 & 4 · via Financial Modeling Prep · last 8 quarters
As of Jun 9, 2026
Recent insider transactions
ESMT executive sell shares · ESMT board member insider trading · ESMT insider trading SEC filing
Scroll horizontally to see all columns
| Date | Insider | Type | Shares | Value | Filing |
|---|---|---|---|---|---|
| Jan 26, 2024 | Dunnam Deborah A. Director | Other | 21,191 | $487K | Form 4 |
| Jan 26, 2024 | MANGUM DAVID E Director | Other | 8,500 | $196K | Form 4 |
| Jan 26, 2024 | HUDSON CASSANDRA CFO | Other | 74,326 | $1.71M⚡ | Form 4 |
| Jan 26, 2024 | Seltzer Jonathan Cole President, SMB Solutions | Other | 3,663 | $84K | Form 4 |
| Jan 26, 2024 | O'Brien Kevin William See Remarks | Other | 22,094 | $508K | Form 4 |
| Jan 26, 2024 | Donovan Patrick F CAO | Other | 5,318 | $122K | Form 4 |
| Jan 26, 2024 | Rodriguez Diego A Director | Other | 11,409 | $262K | Form 4 |
| Jan 26, 2024 | Bennett Robert Paul CEO · Director | Other | 1,332,000 | $30.64M⚡ | Form 4 |
| Jan 26, 2024 | SEMEL SCOTT N Chief Legal Officer | Other | 41,729 | $960K | Form 4 |
| Jan 19, 2024 | Rodriguez Diego A Director | Option | 7,556 | — | Form 4 |
| Jan 1, 2024 | HUDSON CASSANDRA CFO | Option | 7,046 | — | Form 4 |
| Jan 1, 2024 | HUDSON CASSANDRA CFO | Other | 3,312 | $76K | Form 4 |
| Jan 1, 2024 | HUDSON CASSANDRA CFO | Option | 3,605 | — | Form 4 |
| Jan 1, 2024 | HUDSON CASSANDRA CFO | Other | 1,790 | $41K | Form 4 |
| Jan 1, 2024 | O'Brien Kevin William See Remarks | Option | 2,114 | — | Form 4 |
| Jan 1, 2024 | O'Brien Kevin William See Remarks | Other | 733 | $17K | Form 4 |
| Jan 2, 2024 | O'Brien Kevin William See Remarks | Sale | 3,000 | $69K | Form 4 |
| Jan 1, 2024 | Bennett Robert Paul CEO · Director | Option | 19,377 | — | Form 4 |
| Jan 1, 2024 | Bennett Robert Paul CEO · Director | Other | 5,938 | $136K | Form 4 |
| Jan 1, 2024 | Bennett Robert Paul CEO · Director | Option | 2,404 | — | Form 4 |
| Jan 1, 2024 | Bennett Robert Paul CEO · Director | Other | 833 | $19K | Form 4 |
| Jan 1, 2024 | Donovan Patrick F CAO | Option | 1,370 | — | Form 4 |
| Jan 1, 2024 | Donovan Patrick F CAO | Other | 475 | $11K | Form 4 |
| Jan 1, 2024 | Donovan Patrick F CAO | Option | 449 | — | Form 4 |
| Jan 1, 2024 | Donovan Patrick F CAO | Other | 156 | $4K | Form 4 |
Seltzer Jonathan Cole
President, SMB Solutions
Date
Jan 26
Shares
3,663
Price
$23.00
Value
$84K
O'Brien Kevin William
See Remarks
Date
Jan 26
Shares
22,094
Price
$23.00
Value
$508K
Bennett Robert Paul
CEO · Director
Date
Jan 26
Shares
1,332,000
Price
$23.00
Value
$30.64M ⚡
SEMEL SCOTT N
Chief Legal Officer
Date
Jan 26
Shares
41,729
Price
$23.00
Value
$960K
Bennett Robert Paul
CEO · Director
Date
Jan 1
Shares
5,938
Price
$22.90
Value
$136K
⚡ = value ≥ $1M · Award/Option price shows — · formType=4 · securityName=Common Stock · url → sec.gov/Archives/edgar
▸ Source: SEC EDGAR · Form 4 filings · ⚡ = value ≥ $1M · Award/Option price shows —
About ESMT insider trading
ESMT insider trades
EngageSmart, Inc. (ESMT) insider trading data is sourced from SEC Form 4 filings submitted by corporate insiders, including ESMT. Over the past 12 months, 0 insiders have filed transactions with the SEC. ESMT insiders have been primarily selling, which may reflect pre-scheduled Rule 10b5-1 plan executions.
For EngageSmart, Inc.'s institutional ownership breakdown and insider ownership percentage, see the Ownership tab → Ownership tab →
Frequently asked questions
ESMT insider trading · 5 questionsThe insiders of EngageSmart, Inc. (ESMT) include executives and directors such as ESMT, among others. Over the past 12 months, 0 insiders have filed Form 4 transactions with the SEC. Insider transactions are required to be reported within 2 business days of the trade date.
▸ Source: FMP /stable/insider-trading/search · SEC EDGAR Form 3 & 4 · acquisitionOrDisposition A=Buy, D=Sell · RSU vesting (M-Exempt) excluded from sentiment bar · As of Jun 9, 2026