| 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 |
| Dick Bullard defeated Robert Madison |
2015 Derby City Classic One Pocket |
| Evgeniy Buslaev defeated Robert Madison |
2017 Derby City Classic Bank Pool |
| Alvin Randall defeated Robert Madison |
2017 Derby City Classic Bank Pool |
| Nicholas Montjoy defeated Robert Madison |
2018 Derby City Classic Bank Pool |
| Mark Tademy defeated Robert Madison |
2018 Derby City Classic One Pocket |
| Scooby Pelton defeated Robert Madison |
2018 Derby City Classic One Pocket |
| Shannon Daulton defeated Robert Madison |
2018 Derby City Classic 9-Ball |
| 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 |
| 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 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 |
| Ryan Stone defeated Robert Madison |
2020 Derby City Classic Bank Pool |
| Mike Sardelli defeated Robert Madison |
2020 Derby City Classic Bank Pool |
| Nathan Baas defeated Robert Madison |
2020 Derby City Classic One Pocket |
| Justin Stewart defeated Robert Madison |
2020 Derby City Classic One Pocket |
| 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 |
| Ruben Flores defeated Robert Madison |
2022 Derby City Classic Bank Pool |
| Ed Hobbs defeated Robert Madison |
2022 Derby City Classic One Pocket |
| Chris Szuter defeated Robert Madison |
2022 Derby City Classic One Pocket |
| Kevin Joiner defeated Robert Madison |
2022 Derby City Classic 9-Ball |
| Robert Madison defeated Gentry Taylor |
2022 Derby City Classic One Pocket |
| David J Schroerlucke defeated Robert Madison |
2023 Derby City Classic Bank Pool |
| Robert Patrick defeated Robert Madison |
2023 Derby City Classic One Pocket |
| Chris Szuter defeated Robert Madison |
2023 Derby City Classic 9-Ball |