| Shaun Wilkie defeated Jason Woosley |
2012 Derby City Classic Bank Pool |
| Jason Woosley defeated Steve Tetino |
2013 Derby City Classic One Pocket |
| Joe Gay defeated Jason Woosley |
2013 Derby City Classic One Pocket |
| Mike Brown defeated Jason Woosley |
2013 Derby City Classic One Pocket |
| Jason Woosley defeated Adam Haines |
2016 Derby City Classic Bank Pool |
| Jason Woosley defeated Ahmad Raheem |
2016 Derby City Classic Bank Pool |
| Michael Wong defeated Jason Woosley |
2016 Derby City Classic Bank Pool |
| David Strawn Sr. defeated Jason Woosley |
2016 Derby City Classic Bank Pool |
| Holden Bullock defeated Jason Woosley |
2023 High Roller 6 & Under 9-Ball |
| Braxton Westmoreland defeated Jason Woosley |
2023 High Roller 6 & Under 9-Ball |