Robert Paul Bennett is CEO at EngageSmart, Inc. (ESMT). They have made 4 open-market trades across 1 company since 2021, most recently 2026-05-12.
CIK 0001881869
Unrated. We grade insiders only on stock they chose to buy on the open market. Grants, option exercises and vesting say nothing about timing, so they don't count — which is why someone can file often and still have no grade. It isn't a bad sign: unrated buys beat every graded tier below A.
0 open-market purchases, against 4 sales. Too few scored purchases to measure a record yet.
| Ticker | Type | Traded | Filed | Price | Value | 7d Stock | 30d Stock | 90d Stock |
|---|---|---|---|---|---|---|---|---|
| ESMT | SELL · 10b5-1 | 2023-07-05 | 2023-07-14 | $18.53 | $1.0M | -4.4% | -11.0% | +7.7% |
| ESMT | SELL · 10b5-1 | 2023-07-03 | 2023-07-06 | $18.67 | $523K | +4.2% | -5.9% | +0.7% |
| ESMT | SELL · 10b5-1 | 2023-04-04 | 2023-04-06 | $17.45 | $1.2M | +0.2% | -5.2% | +8.3% |
| ESMT | SELL · 10b5-1 | 2023-04-03 | 2023-04-04 | $18.88 | $264K | -4.9% | -11.1% | +1.9% |
| ESMT | SELL | 2023-03-03 | 2023-03-07 | $18.19 | $9.7M | -3.3% | -10.8% | -1.9% |
| ESMT | SELL | 2023-01-03 | 2023-01-04 | $17.62 | $1.5M | +10.2% | +16.4% | +7.0% |
| ESMT | SELL | 2022-10-10 | 2022-10-12 | $19.86 | $2.2M | +5.8% | +3.3% | -6.2% |
| ESMT | SELL | 2021-09-27 | 2021-09-29 | $24.38 | $17.1M | -4.2% | -0.4% | -35.6% |
Grouped by shared companies and similar filing behaviour. This is a similarity measure, not a ranking or a performance signal.