Stadium: Court 2 Round: 14 Ground: Clay
| Challenger Madrid | 2023/04/11 15:30 | Pedro Cachin v Akira Santillan | 6-4,6-7,6-2 |
| Challenger Madrid | 2023/04/10 12:05 | Javier Marti v Akira Santillan | 7-5,7-5 |
| Challenger Madrid | 2023/04/09 14:40 | Akira Santillan v Mikhail Kukushkin | 6-2,6-3 |
| Challenger Murcia | 2023/04/03 09:00 | Alejandro Moro Canas v Akira Santillan | 6-4,4-6,6-2 |
| Challenger Murcia | 2023/04/02 11:25 | Akira Santillan v Billy Harris | 6-3,6-4 |
| ITF M25 Trnava | 2023/03/29 08:00 | Akira Santillan v Dominik Recek | 4-6,7-6,6-7 |
| ITF M25 Portimao | 2023/03/19 11:00 | Akira Santillan v Goncalo Oliveira | 6-7,4-6 |
| ITF M25 Portimao | 2023/03/18 11:00 | Akira Santillan v Aidan Mchugh | 6-2,6-7,7-6 |
| Challenger Burnie | 2023/01/29 02:25 | Jason Taylor v Brandon Walkin | 5-7,1-6 |
| Challenger Playford | 2022/10/24 02:50 | Yusuke Takahashi v Jason Taylor | 6-2,6-0 |
| Challenger Parma | 2022/10/02 09:55 | Andrey Chepelev v Jason Taylor | 6-4,6-1 |
| Challenger Tampere | 2022/07/17 08:05 | Jason Taylor v Kyrian Jacquet | 1-6,2-6 |
| Challenger Canberra 2 | 2018/10/26 22:30 | Jason Taylor v Thomas Fancutt | 1-6,5-7 |
| Challenger Traralgon | 2018/10/19 23:00 | Jason Taylor v Erik Holt-Crossman | 3-6,2-6 |
| ITF Australia F4 Qual | 2018/03/24 23:00 | Erik Holt-Crossman v Jason Taylor | 7-5,4-6,7-6 |
| ITF Australia F2 Qual | 2018/03/05 03:50 | Jason Taylor v Brian Tran | 3-6,4-6 |