Stadium: Court 4 Round: 54 Ground: Carpet indoor
| UTR Pro Athens | 2023/12/17 10:45 | Keisidis, Christos v Ioannis Kountourakis | 6-3,6-6 |
| UTR Pro Athens | 2023/12/15 07:30 | Ioannis Kountourakis v Illya Beloborodko | 6-2,6-3 |
| UTR Pro Athens | 2023/12/13 06:00 | Ioannis Kountourakis v Lefteris Neos | 6-1,4-6,6-4 |
| UTR Pro Athens | 2023/12/12 09:17 | Ioannis Kountourakis v David Schwarc | 6-2,6-2 |
| UTR Pro Athens | 2023/12/11 10:10 | Ioannis Xilas v Ioannis Kountourakis | 6-4,6-0 |
| ITF M25 Heraklion | 2023/11/29 09:15 | Ioannis Kountourakis v Max Benaim | 5-7,3-6 |
| ITF - M15 Héraklion | 2023/11/21 07:00 | Ioannis Kountourakis v Rodrigo Alujas | 6-4,3-6,5-10 |
| ITF - M15 Héraklion | 2023/11/20 10:00 | Ioannis Kountourakis v van Der Kooij, Arthur | 7-6,6-3 |
| ITF M25 Muttenz | 2022/08/15 15:15 | Stepan Pecak v Brutscher, Tobias | 6-3,6-2 |
| ITF M15 Innsbruck | 2022/07/17 07:30 | Brutscher, Tobias v Yunis, Facundo | 1-6,0-6 |
| ITF M15 Warmbad-Villach | 2022/05/15 07:00 | Brutscher, Tobias v Tino Kovacic | 0-6,1-6 |
| ITF M25 Monastir | 2022/01/31 08:00 | Brutscher, Tobias v Nicolas Affolter | 1-6,2-6 |
| ITF M25 Monastir | 2022/01/23 14:00 | Hong Kit Wong v Brutscher, Tobias | 7-6,6-1 |
| ITF M25 Monastir | 2022/01/23 10:30 | Tushar Sharma v Brutscher, Tobias | 1-6,0-6 |
| ITF M25 Monastir | 2022/01/16 12:30 | Brutscher, Tobias v Frantzen, Constantin | 2-6,1-6 |
| ITF M25 Jablonec Nad Nisou | 2020/09/20 12:00 | Brutscher, Tobias v Zukas, Matias | 2-6,1-6 |