| Result | Tournament |
|---|---|
| Scott Simonetti defeated Randy Montgomery | 2020 Derby City Classic Bank Pool |
| Randy Montgomery defeated Gerhard Binder | 2020 Derby City Classic Bank Pool |
| Randy Montgomery defeated Dan Moran | 2020 Derby City Classic Bank Pool |
| Paul Age defeated Randy Montgomery | 2020 Derby City Classic Bank Pool |
| Randy Montgomery defeated Dan Gregoire | 2018 Derby City Classic Bank Pool |
| Randy Montgomery defeated Joey Amendola | 2018 Derby City Classic Bank Pool |
| Randy Montgomery defeated Jason Casey | 2018 Derby City Classic Bank Pool |
| Michael Eck defeated Randy Montgomery | 2018 Derby City Classic Bank Pool |
| Randy Montgomery defeated Yerry Calderon | 2018 Derby City Classic Bank Pool |
| Sergio Rivas defeated Randy Montgomery | 2018 Derby City Classic Bank Pool |
| Randy Montgomery defeated Jody McLaughlin | 2017 Derby City Classic Bank Pool |
| Paris Caporale defeated Randy Montgomery | 2017 Derby City Classic Bank Pool |
| Troy Jones defeated Randy Montgomery | 2017 Derby City Classic Bank Pool |