stadio: Court 6 Round: 25 Ground: Clay
| Challenger Rome (Georgia) | 2023/02/23 17:10 | Patrick Kypson v Alastair Gray | 6-7,3-6 |
| Challenger Rome (Georgia) | 2023/02/21 18:10 | Patrick Kypson v Keegan Smith | 6-1,7-6 |
| Challenger Rome (Georgia) | 2023/02/20 18:25 | Alex Rybakov v Patrick Kypson | 6-4,6-7,5-7 |
| Challenger Rome (Georgia) | 2023/02/19 23:45 | Keshav Chopra v Patrick Kypson | 3-6,4-6 |
| Challenger Cleveland | 2023/01/31 16:20 | Stefan Kozlov v Patrick Kypson | 6-4,7-6 |
| ITF M25 Wesley Chapel | 2023/01/26 16:00 | Colin Sinclair v Patrick Kypson | 6-4,6-1 |
| ITF M25 Wesley Chapel | 2023/01/24 17:35 | Patrick Kypson v Andres Andrade | 6-0,6-2 |
| Challenger Champaign | 2022/11/16 23:10 | Patrick Kypson v Aleksandar Vukic | 4-6,2-6 |
| Challenger Puerto Vallarta | 2023/03/08 22:40 | James McCabe v Rubin Statham | 2-6,6-1,6-3 |
| Challenger Puerto Vallarta | 2023/03/07 21:00 | Sho Shimabukuro v Rubin Statham | 6-7,6-2,6-7 |
| Challenger Puerto Vallarta | 2023/03/06 23:00 | Rubin Statham v Nick Chappell | 6-4,6-2 |
| Challenger Puerto Vallarta | 2023/03/05 19:25 | Edan Leshem v Rubin Statham | 7-6,6-7,3-6 |
| ATP Acapulco | 2023/02/27 01:25 | Nick Chappell v Rubin Statham | 6-4,6-0 |
| ATP Acapulco | 2023/02/26 03:45 | Rubin Statham v Gonzalo Villanueva | 6-3,6-2 |
| Challenger Monterrey | 2023/02/20 20:25 | Guido Andreozzi v Rubin Statham | 6-4,6-4 |
| Challenger Monterrey | 2023/02/19 20:10 | Lucas Gomez v Rubin Statham | 2-6,3-6 |