| UTR Pro Tennis Series Indiana | 2022/08/29 17:30 | Perry Gregg v Brian Bilsey | 7-5,6-1 |
| UTR Pro South Bend | 2024/08/29 20:00 | Perry Gregg v Ashton Adesoro | 6-4,6-3 |
| UTR Pro South Bend | 2024/08/28 19:10 | Cameron Muller v Perry Gregg | 6-7,6-4,0-6 |
| UTR Pro South Bend | 2024/08/27 20:00 | Noah Becker v Perry Gregg | 1-6,6-7 |
| ITF M25 Edwardsville | 2024/07/30 15:20 | Perry Gregg v Sam Thompson | 3-6,6-7 |
| ITF M15 Monastir | 2024/01/08 13:00 | Perry Gregg v Philip Hjorth | 6-3,3-6,6-10 |
| ITF M15 Monastir | 2024/01/08 08:00 | Perry Gregg v Adrian Arcon | 6-7,6-1,10-2 |
| ITF M15 Monastir | 2024/01/07 08:00 | Perry Gregg v Julian Peter | 6-1,6-2 |
| ITF M15 Monastir | 2024/01/04 08:30 | Perry Gregg v Ilia Simakin | 1-6,3-6 |
| UTR Pro South Bend | 2024/08/29 14:00 | Cameron Muller v Brian Bilsey | 5-7,7-5,6-2 |
| UTR Pro South Bend | 2024/08/28 20:00 | Noah Becker v Brian Bilsey | 5-7,5-7 |
| ITF M15 South Bend | 2023/06/21 18:10 | Muzammil Murtaza v Brian Bilsey | 6-4,6-7,6-2 |
| UTR Pro Tennis Series Indiana | 2022/09/04 18:15 | Noah Becker v Brian Bilsey | 3-6,1-2 |
| UTR Pro Tennis Series Indiana | 2022/09/03 18:00 | Jameson Corsillo v Brian Bilsey | 2-6,7-6,5-7 |
| UTR Pro Tennis Series Indiana | 2022/09/02 17:45 | Brian Bilsey v Sebastian Dominko | 4-6,4-6 |
| UTR Pro Tennis Series Indiana | 2022/08/31 18:00 | Brian Bilsey v Neel Rajesh | 6-7,6-6 |
| UTR Pro Tennis Series Indiana | 2022/08/30 22:00 | Brian Bilsey v Anton Arzhankin | 2-6,2-5 |