Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| Challenger Tulln | 2023/09/03 14:10 | Mirza Basic v Constantin Bittoun Kouzmine | 6-7,7-6,7-6 |
| Challenger Augsburg | 2023/08/20 08:00 | Neil Oberleitner v Constantin Bittoun Kouzmine | 6-2,6-4 |
| ITF M25 Koksijde | 2023/08/17 13:55 | Mariano Kestelboim v Constantin Bittoun Kouzmine | 6-4,6-2 |
| ITF M25 Koksijde | 2023/08/15 14:35 | Alen Moritz Hodzic v Constantin Bittoun Kouzmine | 4-6,6-4,1-6 |
| Challenger Liberec | 2023/08/02 08:00 | Francisco Comesana v Constantin Bittoun Kouzmine | 6-1,6-3 |
| Challenger Liberec | 2023/07/31 08:00 | Constantin Bittoun Kouzmine v Dominik Recek | 5-7,7-6,6-0 |
| Challenger Segovia | 2023/07/24 10:30 | Constantin Bittoun Kouzmine v Miguel Damas | 3-6,7-5,6-7 |
| Challenger Segovia | 2023/07/23 09:35 | Constantin Bittoun Kouzmine v Arjun Kadhe | 6-3,4-6,6-3 |
| ITF M25 Roehampton | 2023/08/08 10:00 | Kalman Boyd v Toby Samuel | 1-6,0-6 |
| ITF M25 Roehampton | 2023/08/01 15:40 | Luc Koenig v Kalman Boyd | 6-3,6-2 |
| ITF M25 Roehampton | 2023/07/31 11:10 | Kalman Boyd v Matthis Ross | 7-5,6-0 |
| ITF M25 Roehampton | 2023/07/30 09:00 | Kalman Boyd v Max Cunat | 6-3,7-6 |
| ITF M15 Monastir | 2023/07/20 11:20 | Kalman Boyd v Boris Butulija | 2-6,3-6 |
| ITF M15 Monastir | 2023/07/19 09:45 | Nicolas Rafael Goldberg Alviani v Kalman Boyd | 1-6,1-6 |
| ITF M15 Monastir | 2023/07/17 16:30 | Kalman Boyd v Romain Faucon | 7-5,3-6,10-8 |
| ITF M15 Monastir | 2023/07/17 07:30 | Kalman Boyd v Phillip Jordan | 6-2,6-3 |