Stadium: Court Tsisipas Round: 25 Ground: Hardcourt outdoor
| ITF M15 Heraklion | 2023/03/14 09:55 | Simon A Ivanov v Yuichiro Inui | 6-1,6-4 |
| ITF M15 Heraklion | 2023/03/16 10:45 | Simon A Ivanov v Aleksi Lofman | 3-6,6-1,6-7 |
| ITF M15 Heraklion | 2023/03/14 09:55 | Simon A Ivanov v Yuichiro Inui | 6-1,6-4 |
| ITF M15 Antalya | 2023/03/08 11:40 | Arthur Reymond v Simon A Ivanov | 6-2,6-4 |
| ITF M25 Torello | 2023/02/28 10:40 | Daniel Merida Aguilar v Simon A Ivanov | 2-6,6-4,6-2 |
| ITF M15 Monastir | 2023/01/24 10:20 | Simon A Ivanov v Ilia Simakin | 2-6,0-6 |
| ITF M15 Monastir | 2023/01/17 08:30 | Bekkhan Atlangeriev v Simon A Ivanov | 7-6,6-0 |
| ITF M15 Monastir | 2023/01/10 08:30 | Lilian Marmousez v Simon A Ivanov | 6-0,6-3 |
| ITF M25 Heraklion | 2022/11/25 09:40 | Oleksandr Ovcharenko v Simon A Ivanov | 6-1,6-2 |
| ITF M15 Heraklion | 2023/03/14 09:55 | Simon A Ivanov v Yuichiro Inui | 6-1,6-4 |
| ITF M25 Swan Hill | 2023/03/01 03:00 | Luke Saville v Yuichiro Inui | 6-3,6-4 |
| ITF M25 Swan Hill | 2023/02/23 01:00 | Yuichiro Inui v Thomas Fancutt | 4-6,3-6 |
| ITF M25 Swan Hill | 2023/02/21 02:40 | Ethan Cook v Yuichiro Inui | 6-7,6-1,6-7 |
| UTR Pro Miki | 2023/02/11 03:30 | Yuichiro Inui v Seita Watanabe | 6-7,6-7 |
| UTR Pro Miki | 2023/02/10 00:30 | Yuichiro Inui v Yuta Kawahashi | 6-7,1-6 |
| UTR Pro Miki | 2023/02/09 00:30 | Yuichiro Inui v Hiromasa Koyama | 7-5,6-1 |
| UTR Pro Miki | 2023/02/08 04:00 | Kento Tagashira v Yuichiro Inui | 4-6,3-6 |