| Result | Tournament |
|---|---|
| Neal Jacobs defeated Stan Bennett | 2022 Derby City Classic Bank Pool |
| Ricky Taylor defeated Stan Bennett | 2022 Derby City Classic Bank Pool |
| James Flood defeated Stan Bennett | 2020 Derby City Classic Bank Pool |
| Brian Steele defeated Stan Bennett | 2020 Derby City Classic Bank Pool |
| Marc Bijsterbosch defeated Stan Bennett | 2018 Derby City Classic Bank Pool |
| Aaron Toth defeated Stan Bennett | 2018 Derby City Classic Bank Pool |
| Jan Wolf defeated Stan Bennett | 2017 Derby City Classic Bank Pool |
| Josh Roberts defeated Stan Bennett | 2017 Derby City Classic Bank Pool |
| Pin-Yi Ko defeated Stan Bennett | 2016 Derby City Classic Bank Pool |
| Niels Feijen defeated Stan Bennett | 2016 Derby City Classic Bank Pool |
| Nathan Rodriguez defeated Stan Bennett | 2015 Derby City Classic Bank Pool |
| Bill Trimble defeated Stan Bennett | 2015 Derby City Classic Bank Pool |
| Robert Ohashi defeated Stan Bennett | 2014 Derby City Classic Bank Pool |
| Scott Frost defeated Stan Bennett | 2014 Derby City Classic Bank Pool |
| Tony Coleman Jr. defeated Stan Bennett | 2013 Derby City Classic Bank Pool |
| Sylver Ochoa defeated Stan Bennett | 2013 Derby City Classic Bank Pool |