Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| Challenger Tyler | 2023/06/05 16:30 | Rubin Statham v Nick Chappell | 5-7,5-7 |
| Challenger Mexico City | 2023/03/26 17:30 | Rubin Statham v Nick Chappell | 6-7,6-3,6-4 |
| Challenger Puerto Vallarta | 2023/03/06 23:00 | Rubin Statham v Nick Chappell | 6-4,6-2 |
| ATP Acapulco | 2023/02/27 01:25 | Nick Chappell v Rubin Statham | 6-4,6-0 |
| Challenger Tyler | 2023/06/05 16:30 | Rubin Statham v Nick Chappell | 5-7,5-7 |
| Challenger Tyler | 2023/06/04 17:25 | Patrick Kypson v Rubin Statham | 6-7,6-4,6-7 |
| Challenger Little Rock | 2023/05/28 15:00 | Maks Kasnikowski v Rubin Statham | 6-3,6-7,6-4 |
| Challenger Busan | 2023/05/08 04:30 | Renta Tokuda v Rubin Statham | 6-3,6-4 |
| Challenger Busan | 2023/05/07 08:55 | Suk Ann v Rubin Statham | 5-7,0-6 |
| Challenger Savannah | 2023/04/25 15:30 | Rubin Statham v Moez Echargui | 4-6,4-6 |
| Challenger Morelos | 2023/04/17 19:05 | Mark Lajal v Rubin Statham | 7-5,7-6 |
| Challenger Morelos | 2023/04/16 20:50 | Armando Sotelo v Rubin Statham | 3-6,1-6 |
| Challenger Palmas del Mar | 2023/06/12 15:00 | Nick Chappell v John H Lithen | 4-6,6-3,6-3 |
| Challenger Palmas del Mar | 2023/06/11 15:00 | Nick Chappell v Tristan Boyer | 7-6,6-2 |
| Challenger Tyler | 2023/06/08 19:20 | Tennys Sandgren v Nick Chappell | 6-3,6-4 |
| Challenger Tyler | 2023/06/06 18:05 | Omni Kumar v Nick Chappell | 4-6,2-6 |
| Challenger Tyler | 2023/06/05 16:30 | Rubin Statham v Nick Chappell | 5-7,5-7 |
| Challenger Tyler | 2023/06/04 17:05 | Bernard Tomic v Nick Chappell | 5-7,3-6 |
| Challenger Little Rock | 2023/05/28 17:55 | Giles Hussey v Nick Chappell | 6-4,7-6 |
| Challenger Savannah | 2023/04/25 14:00 | Nick Chappell v Alex Rybakov | 2-6,3-6 |