| Result | Tournament |
|---|---|
| Joshua Burbul defeated Ryan Hollingsworth | 2024 Derby City Classic One Pocket |
| Brian Wilson defeated Ryan Hollingsworth | 2024 Derby City Classic One Pocket |
| David Grossman defeated Ryan Hollingsworth | 2023 Derby City Classic One Pocket |
| Ryan Hollingsworth defeated Robert Patrick | 2023 Derby City Classic One Pocket |
| Ryan Hollingsworth defeated Robert Stephenson | 2023 Derby City Classic One Pocket |
| Jeremy Seaman defeated Ryan Hollingsworth | 2023 Derby City Classic One Pocket |
| Dee Adkins defeated Ryan Hollingsworth | 2023 Derby City Classic Bank Pool |
| Jesse Engel defeated Ryan Hollingsworth | 2023 Derby City Classic Bank Pool |
| Justin Martin defeated Ryan Hollingsworth | 2023 Derby City Classic 9-Ball |
| Efren Reyes defeated Ryan Hollingsworth | 2023 Derby City Classic 9-Ball |
| Ryan Hollingsworth defeated Ron Thomas | 2021 RNG2 1st Saturday Monthly Event (December 2021) 9-Ball |
| Ryan Hollingsworth defeated Gatlin Askins | 2021 RNG2 1st Saturday Monthly Event (December 2021) 9-Ball |
| Ryan Hollingsworth defeated Gatlin Askins | 2021 RNG2 1st Saturday Monthly Event (December 2021) 9-Ball |
| Frankie Ruiz defeated Ryan Hollingsworth | 2020 Derby City Classic One Pocket |
| Billy Young defeated Ryan Hollingsworth | 2020 Derby City Classic One Pocket |
| Ryan Hollingsworth defeated Damen Troutman | 2020 Derby City Classic Bank Pool |
| Ryan Hollingsworth defeated Frank Ruby | 2020 Derby City Classic Bank Pool |
| Ryan Hollingsworth defeated Shanna Lewis | 2020 Derby City Classic Bank Pool |
| Ryan Hollingsworth defeated Mike Franklin | 2020 Derby City Classic Bank Pool |
| Lee Van Corteza defeated Ryan Hollingsworth | 2020 Derby City Classic Bank Pool |
| Efren Reyes defeated Ryan Hollingsworth | 2020 Derby City Classic Bank Pool |
| Ryan Hollingsworth defeated Max Eberle | 2020 Derby City Classic 9-Ball |
| Michael Deitchman defeated Ryan Hollingsworth | 2020 Derby City Classic 9-Ball |
| Blaine Barcus defeated Ryan Hollingsworth | 2020 Derby City Classic 9-Ball |
| Drake Niepoetter defeated Ryan Hollingsworth | 2019 Derby City Classic One Pocket |
| Mieszko Fortunski defeated Ryan Hollingsworth | 2019 Derby City Classic One Pocket |
| Ryan Hollingsworth defeated Ali Seattle | 2019 Derby City Classic Bank Pool |
| Ryan Hollingsworth defeated Mario Alaniz | 2019 Derby City Classic Bank Pool |
| Lee Van Corteza defeated Ryan Hollingsworth | 2019 Derby City Classic Bank Pool |
| Ryan Hollingsworth defeated Bernard Walker | 2019 Derby City Classic Bank Pool |
| John Gabriel defeated Ryan Hollingsworth | 2019 Derby City Classic Bank Pool |
| Ryan Hollingsworth defeated Ryan Hollingsworth | 2019 Derby City Classic 9-Ball |
| Mieszko Fortunski defeated Ryan Hollingsworth | 2019 Derby City Classic 9-Ball |
| Ryan Hollingsworth defeated Neal Vichiensaen | 2019 Derby City Classic 9-Ball |
| Ryan Hollingsworth defeated Tommy Tokoph | 2019 Derby City Classic 9-Ball |
| Ryan Hollingsworth defeated Harold Moody | 2019 Derby City Classic 9-Ball |
| Andreas Madsen defeated Ryan Hollingsworth | 2019 Derby City Classic 9-Ball |
| Ernesto Bayaua defeated Ryan Hollingsworth | 2018 Derby City Classic One Pocket |
| Ryan Hollingsworth defeated Kyle Chewning | 2018 Derby City Classic One Pocket |
| Tim DeRuyter defeated Ryan Hollingsworth | 2018 Derby City Classic One Pocket |
| Ryan Hollingsworth defeated Robert Frost | 2018 Derby City Classic Bank Pool |
| Ryan Hollingsworth defeated Walter Garrison | 2018 Derby City Classic Bank Pool |
| Ed Hobbs defeated Ryan Hollingsworth | 2018 Derby City Classic Bank Pool |
| Brian White defeated Ryan Hollingsworth | 2018 Derby City Classic Bank Pool |
| Danny Smith defeated Ryan Hollingsworth | 2018 Derby City Classic 9-Ball |
| Ryan Hollingsworth defeated Kevin Knowler | 2018 Derby City Classic 9-Ball |
| Joshua Filler defeated Ryan Hollingsworth | 2018 Derby City Classic 9-Ball |
| Ryan Hollingsworth defeated Stephan Assmuss | 2017 Derby City Classic One Pocket |
| Ryan Hollingsworth defeated Vick Hubbard | 2017 Derby City Classic One Pocket |
| Ryan Hollingsworth defeated Joshua Oneal | 2017 Derby City Classic One Pocket |