Stadium: Court 5 Round: 26 Ground: Clay
| ITF - M25 Pensacola | 2021/05/19 14:30 | Mwendwa Mbithi v Oliver Crawford | 5-7,4-6 |
| ITF - M25 Kursumlijska Banja | 2023/05/17 16:15 | Nikola Djosic v Mwendwa Mbithi | 2-6,3-6 |
| ITF - M15 Vero Beach | 2023/04/26 14:00 | Jaycer Lyeons v Mwendwa Mbithi | 6-3,7-6 |
| ITF M15 - Sunrise | 2023/04/13 13:00 | Matthew Segura v Mwendwa Mbithi | 6-2,3-6,6-2 |
| ITF M15 - Sunrise | 2023/04/11 23:00 | Mwendwa Mbithi v Jean-Christian Morandais | 7-6,6-1 |
| ITF M15 - Sunrise | 2023/04/11 16:00 | Mwendwa Mbithi v Carson Cerejo | 6-1,6-0 |
| UTR - Pro Florida | 2023/04/01 17:00 | Mwendwa Mbithi v Rafael Tosetto | 2-6,2-6 |
| UTR - Pro Florida | 2023/03/31 18:30 | Yannik Rahman v Mwendwa Mbithi | 6-3,6-3 |
| UTR - Pro Florida | 2023/03/30 18:30 | Roberto Cid Subervi v Mwendwa Mbithi | 6-3,6-1 |
| ITF - M25 Kursumlijska Banja | 2023/05/17 11:15 | Johan A Rodriguez Rodriguez v Oliver Crawford | 3-6,4-6 |
| ITF - M25 Varnamo | 2023/05/14 08:15 | Dragos Nicolae Madaras v Oliver Crawford | 7-6,6-1 |
| ITF - M25 Varnamo | 2023/05/13 08:15 | Jay Clarke v Oliver Crawford | 7-5,6-7,6-7 |
| ITF - M25 Varnamo | 2023/05/12 10:00 | Elmer Moller v Oliver Crawford | 0-6,2-6 |
| ITF - M25 Varnamo | 2023/05/11 08:15 | Erik Grevelius v Oliver Crawford | 1-6,2-6 |
| ITF - M25 Varnamo | 2023/05/10 09:20 | Olle Noltorp v Oliver Crawford | 1-6,0-6 |
| Challenger - Savannah | 2023/04/24 18:00 | Oliver Crawford v Facundo Diaz Acosta | 1-6,2-6 |
| Challenger - Morelos | 2023/04/19 22:00 | James Duckworth v Oliver Crawford | 3-6,7-6,6-2 |