Stadium: Sparkassen Court Round: 26 Ground: Clay
| ITF M25 Marburg | 2023/07/05 09:00 | Alex Rybakov v Jonas P Hartenstein | 6-4,6-0 |
| Challenger Cali | 2023/06/20 16:00 | Alex Rybakov v Orlando Luz | 4-6,6-7 |
| Challenger Palmas del Mar | 2023/06/15 16:00 | Gustavo Heide v Alex Rybakov | 6-3,6-4 |
| Challenger Palmas del Mar | 2023/06/13 22:25 | Alex Rybakov v Nicolas Moreno De Alboran | 7-6,6-3 |
| Challenger Palmas del Mar | 2023/06/12 17:40 | Evan Zhu v Alex Rybakov | 7-6,4-6,6-3 |
| Challenger Palmas del Mar | 2023/06/11 17:05 | Alfredo Perez v Alex Rybakov | 7-5,1-6,2-6 |
| ITF M25 Most | 2023/05/24 10:45 | Hynek Barton v Alex Rybakov | 6-3,6-3 |
| ITF M25 Prague | 2023/05/17 09:25 | Petr Nouza v Alex Rybakov | 6-4,6-3 |
| ITF M15 Kamen | 2023/07/01 12:40 | Hynek Barton v Tom Gentzsch | 7-6,7-5 |
| ITF M15 Kamen | 2023/06/29 08:50 | Tom Gentzsch v Marc Majdandzic | 6-3,4-6,7-6 |
| ITF M15 Kamen | 2023/06/27 09:55 | Tom Gentzsch v Illya Beloborodko | 6-3,6-4 |
| ITF M15 Saarlouis | 2023/06/22 11:10 | Tom Gentzsch v Jeffrey Von Der Schulenburg | 4-6,3-6 |
| ITF M15 Saarlouis | 2023/06/21 16:25 | Luca Staeheli v Tom Gentzsch | 6-4,3-6,2-6 |
| ITF M15 Monastir | 2023/06/13 09:40 | Gilbert S K Junior v Tom Gentzsch | 6-3,6-4 |
| ITF M15 Vaasa | 2023/06/10 08:00 | Karl Friberg v Tom Gentzsch | 6-1,6-1 |
| ITF M15 Vaasa | 2023/06/09 11:10 | Tom Gentzsch v Nicolas Kobelt | 6-3,6-7,6-1 |