Stadium: Court 4 Round: 25 Ground: Clay
| ITF - M25 Oldenzaal | 2023/09/01 13:50 | Justin Roberts v Mats Rosenkranz | 2-6,6-7 |
| ITF - M25 Oldenzaal | 2023/08/31 10:15 | Daniel Merida Aguilar v Justin Roberts | 7-6,4-6,5-7 |
| ITF - M25 Oldenzaal | 2023/08/30 15:35 | Justin Roberts v Noah Thurner | 6-1,7-6 |
| Challenger - Lima | 2023/08/21 16:30 | Justin Roberts v Ignacio Buse | 4-6,5-7 |
| Challenger - Lima | 2023/08/20 22:00 | Joshua Sheehy v Justin Roberts | 2-6,3-6 |
| Challenger - Santo Domingo | 2023/08/09 01:10 | Joao Lucas Reis da Silva v Justin Roberts | 6-4,6-4 |
| Challenger - Santo Domingo | 2023/08/08 14:00 | Conner Huertas Del Pino v Justin Roberts | 6-7,4-6 |
| Challenger - Santo Domingo | 2023/08/06 17:00 | Preston Brown v Justin Roberts | 6-7,4-6 |
| ITF - M25 Oldenzaal | 2023/08/30 17:40 | Roland Stuurman v Stijn Slump | 0-6,2-6 |
| ITF - M25 Oldenzaal | 2023/08/29 09:35 | Roland Stuurman v Ruben Hartig | 6-1,6-3 |
| ITF - M25 Oldenzaal | 2023/08/28 14:10 | Roland Stuurman v Steffan Van Weldam | 6-2,6-0 |
| ITF - M15 Huy | 2023/08/23 09:00 | Jarno Jans v Roland Stuurman | 5-7,6-0,7-6 |
| ITF - M15 Huy | 2023/08/21 17:45 | Roland Stuurman v Luca Hesselmann | 6-4,7-6 |
| ITF - M15 Huy | 2023/08/21 12:15 | Roland Stuurman v Tomi Van den Ham | 7-6,7-6 |
| ITF - M15 Eupen | 2023/08/08 08:00 | Roland Stuurman v Jurriaan Bol | 6-3,6-7,9-11 |
| ITF - M15 Eupen | 2023/08/07 07:00 | Roland Stuurman v Giacomo Crisostomo | 1-6,6-1,10-5 |