Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Skopje | 2023/06/11 11:00 | Kalin Ivanovski v Sascha Gueymard Wayenburg | 7-6,6-4 |
| ITF M15 Poitiers | 2023/03/18 13:30 | Kalin Ivanovski v Sascha Gueymard Wayenburg | 2-6,6-7 |
| Challenger Rennes | 2023/09/11 10:25 | Alejandro Moro Canas v Sascha Gueymard Wayenburg | 7-6,6-4 |
| Challenger Rennes | 2023/09/10 13:55 | Virgile Le Bourjois v Sascha Gueymard Wayenburg | 3-6,2-6 |
| Challenger Cassis | 2023/09/04 10:45 | Tomas Machac v Sascha Gueymard Wayenburg | 6-2,6-4 |
| ITF M25 Castelo Branco | 2023/07/20 08:30 | Diego F Flores v Sascha Gueymard Wayenburg | 6-2,1-6,6-4 |
| ITF M25 Castelo Branco | 2023/07/19 09:45 | Ricardo Villacorta-Alonso v Sascha Gueymard Wayenburg | 1-6,1-6 |
| ITF M25 Roda de Bara | 2023/07/13 16:30 | Victor Lilov v Sascha Gueymard Wayenburg | 6-4,6-0 |
| ITF M25 Roda de Bara | 2023/07/11 11:55 | Richard Zusman v Sascha Gueymard Wayenburg | 3-6,6-2,5-7 |
| Challenger Troyes | 2023/07/04 16:10 | Genaro Alberto Olivieri v Sascha Gueymard Wayenburg | 5-7,6-4,6-0 |
| ITF M25 Sintra | 2023/09/14 09:00 | Duarte Vale v Kalin Ivanovski | 7-6,6-4 |
| ITF M25 Sintra | 2023/09/13 14:15 | Marcus Walters v Kalin Ivanovski | 4-6,6-7 |
| Challenger Cassis | 2023/09/04 11:15 | Kalin Ivanovski v Federico Gaio | 6-1,3-6,4-6 |
| Challenger Mallorca | 2023/08/30 20:05 | Joao Sousa v Kalin Ivanovski | 6-4,7-6 |
| Challenger Grodzisk Mazowiecki | 2023/08/15 13:35 | Marius Copil v Kalin Ivanovski | 6-4,1-6,6-4 |
| Challenger Banja Luka | 2023/08/08 10:30 | Clement Tabur v Kalin Ivanovski | 7-6,7-6 |
| ITF M25 Kramsach | 2023/07/30 10:00 | Gerard Campana Lee v Kalin Ivanovski | 2-6,2-6 |
| ITF M25 Kramsach | 2023/07/29 10:00 | Mathys Erhard v Kalin Ivanovski | 6-4,2-6,2-6 |