Stadium: Center Court Round: 26 Ground: Hardcourt outdoor
| ITF - M15 - Monastir | 2023/04/12 14:25 | Jacob Bradshaw v Aziz Ouakaa | 6-0,6-2 |
| ITF - M15 - Monastir | 2023/04/10 12:30 | Jacob Bradshaw v Amaan Siddiqui | 6-1,6-3 |
| ITF - M15 - Monastir | 2023/04/10 08:00 | Jacob Bradshaw v Dusan Baranec | 6-2,6-1 |
| ITF M25 - New Delhi | 2023/03/17 04:30 | Niki Kaliyanda Poonacha v Jacob Bradshaw | 6-1,7-6 |
| ITF M25 - New Delhi | 2023/03/16 05:40 | Karan Singh v Jacob Bradshaw | 7-6,2-6,1-6 |
| ITF M25 - New Delhi | 2023/03/15 06:00 | Jacob Bradshaw v Rishab Agarwal | 3-6,7-6,6-4 |
| ITF M15 - Sharm El Sheikh | 2023/02/19 12:30 | Jacob Bradshaw v Artem Alekseychuk | 3-6,6-1,7-10 |
| ITF M15 - Sharm El Sheikh | 2023/02/08 09:35 | Boris Pokotilov v Jacob Bradshaw | 7-6,2-6,6-3 |
| ITF - M15 - Monastir | 2023/04/12 13:05 | Antoine Vincent v Bogdan Bobrov | 4-6,4-6 |
| Challenger Murcia | 2023/04/02 09:00 | Alejandro Moro Canas v Bogdan Bobrov | 6-4,7-5 |
| Challenger Las Franquesas del Valles | 2023/03/21 15:05 | Karl Friberg v Bogdan Bobrov | 6-4,5-7,6-1 |
| Challenger Las Franquesas del Valles | 2023/03/20 15:15 | Maks Kasnikowski v Bogdan Bobrov | 7-6,6-7,5-7 |
| Challenger Las Franquesas del Valles | 2023/03/19 16:45 | Miguel Damas v Bogdan Bobrov | 2-6,4-6 |
| Challenger Szekesfehervar | 2023/03/12 11:45 | Giovanni Mpetshi Perricard v Bogdan Bobrov | 7-6,6-4 |
| Challenger Antalya | 2023/03/05 12:20 | Bogdan Bobrov v Gerald Melzer | 3-6,1-6 |
| ITF - M15 - Monastir | 2023/02/28 10:10 | Ryuki Matsuda v Bogdan Bobrov | 6-4,7-5 |