| Result | Tournament |
|---|---|
| Robert Patrick defeated Robert Madison | 2023 Derby City Classic One Pocket |
| David J Schroerlucke defeated Robert Madison | 2023 Derby City Classic Bank Pool |
| Chris Szuter defeated Robert Madison | 2023 Derby City Classic 9-Ball |
| Ed Hobbs defeated Robert Madison | 2022 Derby City Classic One Pocket |
| Chris Szuter defeated Robert Madison | 2022 Derby City Classic One Pocket |
| Robert Madison defeated Gentry Taylor | 2022 Derby City Classic One Pocket |
| Ruben Flores defeated Robert Madison | 2022 Derby City Classic Bank Pool |
| Kevin Joiner defeated Robert Madison | 2022 Derby City Classic 9-Ball |
| Nathan Baas defeated Robert Madison | 2020 Derby City Classic One Pocket |
| Justin Stewart defeated Robert Madison | 2020 Derby City Classic One Pocket |
| Ryan Stone defeated Robert Madison | 2020 Derby City Classic Bank Pool |
| Mike Sardelli defeated Robert Madison | 2020 Derby City Classic Bank Pool |
| Andrew Jr Poste defeated Robert Madison | 2020 Derby City Classic 9-Ball |
| Robert Madison defeated Josh Pyles | 2020 Derby City Classic 9-Ball |
| J Rother defeated Robert Madison | 2020 Derby City Classic 9-Ball |
| Robb Saez defeated Robert Madison | 2019 Derby City Classic One Pocket |
| Kenney Nguyen defeated Robert Madison | 2019 Derby City Classic One Pocket |
| Robert Madison defeated Jeremy Goodrich | 2019 Derby City Classic Bank Pool |
| Shannon Murphy defeated Robert Madison | 2019 Derby City Classic Bank Pool |
| Clay Carman defeated Robert Madison | 2019 Derby City Classic Bank Pool |
| Robert Madison defeated Al Dietrich | 2019 Derby City Classic 9-Ball |
| Kevin Cheng defeated Robert Madison | 2019 Derby City Classic 9-Ball |
| John Pinegar defeated Robert Madison | 2019 Derby City Classic 9-Ball |
| Mark Tademy defeated Robert Madison | 2018 Derby City Classic One Pocket |
| Scooby Pelton defeated Robert Madison | 2018 Derby City Classic One Pocket |
| Nicholas Montjoy defeated Robert Madison | 2018 Derby City Classic Bank Pool |
| Shannon Daulton defeated Robert Madison | 2018 Derby City Classic 9-Ball |
| Evgeniy Buslaev defeated Robert Madison | 2017 Derby City Classic Bank Pool |
| Alvin Randall defeated Robert Madison | 2017 Derby City Classic Bank Pool |
| Dick Bullard defeated Robert Madison | 2015 Derby City Classic One Pocket |
| Shane Winters defeated Robert Madison | 2013 Derby City Classic Bank Pool |
| Michael Delawder defeated Robert Madison | 2013 Derby City Classic Bank Pool |
| Eric Krause defeated Robert Madison | 2013 Derby City Classic 9-Ball |