Stadium: Court 5 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Monastir | 2022/03/13 11:30 | Alec Beckley v Tomohiro Masabayashi | 6-3,6-4 |
| ITF - M15 Monastir | 2022/03/09 10:25 | Tomohiro Masabayashi v Terence Atmane | 5-7,3-6 |
| ITF M25 Monastir | 2022/03/07 13:45 | Paul Woerner v Tomohiro Masabayashi | 3-6,2-6 |
| ITF M25 Monastir | 2022/03/07 09:00 | Tomohiro Masabayashi v Hanyi Liu | 7-6,6-0 |
| ITF M25 Monastir | 2022/03/06 09:00 | Tomohiro Masabayashi v Kouni, Radhouane | 6-0,6-0 |
| ITF - M15 Monastir | 2021/09/06 09:30 | Tomohiro Masabayashi v Gabriel Decamps | 4-6,0-6 |
| ITF - M15 Monastir | 2021/09/05 09:30 | Ignacio B Alia v Tomohiro Masabayashi | 3-6,4-6 |
| ITF - M15 Monastir | 2021/09/01 11:15 | Peter Bertran v Tomohiro Masabayashi | 6-3,6-3 |
| ITF M25 Monastir | 2022/03/13 10:00 | Makhmudov, Damir v Alexandre Aubriot | 0-6,5-7 |
| ITF - M15 Shymkent | 2021/05/31 06:20 | Campo, Antonio v Makhmudov, Damir | 6-0,6-2 |
| ITF - M15 Shymkent | 2021/05/24 04:00 | Shyla, Yaraslau v Makhmudov, Damir | 6-1,6-0 |
| ITF - M15 Shymkent | 2021/04/12 07:15 | Oleg Syrovatskiy v Makhmudov, Damir | 7-5,3-6,10-7 |
| ITF - M15 Shymkent | 2021/04/05 05:00 | Oleg Syrovatskiy v Makhmudov, Damir | 7-5,6-1 |
| ITF M15 Nur-Sultan | 2021/02/08 06:00 | Makhmudov, Damir v Francesco Maestrelli | 0-6,2-6 |
| ITF M15 Nur-Sultan | 2021/02/01 05:00 | Shyla, Yaraslau v Makhmudov, Damir | 6-3,6-0 |
| Aktobe, Singles Qualifying M-ITF-KAZ-02A | 2020/02/17 04:55 | Federico Arnaboldi v Makhmudov, Damir | 6-3,6-2 |