| Result | Tournament |
|---|---|
| Casey Silvers defeated Josh Pyles | 2023 Derby City Classic One Pocket |
| Jesus Atencio defeated Josh Pyles | 2023 Derby City Classic Bank Pool |
| Josh Pyles defeated Allen Druin | 2023 Derby City Classic Bank Pool |
| Christopher Span defeated Josh Pyles | 2023 Derby City Classic Bank Pool |
| Carl Tibbetts defeated Josh Pyles | 2023 Derby City Classic 9-Ball |
| Redgie Cutler defeated Josh Pyles | 2022 Derby City Classic One Pocket |
| Arron Wolfrey defeated Josh Pyles | 2022 Derby City Classic Bank Pool |
| Vincent Rochefort defeated Josh Pyles | 2022 Derby City Classic Bank Pool |
| Josh Pyles defeated Anthony Manning | 2022 Derby City Classic 9-Ball |
| Harvey Click defeated Josh Pyles | 2022 Derby City Classic 9-Ball |
| Brett Underwood defeated Josh Pyles | 2020 Derby City Classic One Pocket |
| Gary Urinoski defeated Josh Pyles | 2020 Derby City Classic Bank Pool |
| Josh Pyles defeated Gordon Knauer | 2020 Derby City Classic Bank Pool |
| Curtis Thornton defeated Josh Pyles | 2020 Derby City Classic Bank Pool |
| Larry Nevel defeated Josh Pyles | 2020 Derby City Classic 9-Ball |
| Robert Madison defeated Josh Pyles | 2020 Derby City Classic 9-Ball |
| Josh Pyles defeated Brad Kirkman | 2019 Derby City Classic 9-Ball |
| Marvin Guss defeated Josh Pyles | 2019 Derby City Classic 9-Ball |
| Josh Pyles defeated Jason McKenzie | 2019 Derby City Classic 9-Ball |
| Martin Zavala Jr defeated Josh Pyles | 2019 Derby City Classic 9-Ball |