Stadium: Court 9 Round: 25 Ground: Hardcourt indoor
| Challenger Vancouver | 2022/08/14 23:35 | Aidan Mayo v Alafia Ayeni | 6-7,7-6,4-6 |
| Challenger Charlottesville | 2023/10/30 17:30 | Aidan Mayo v Christian Harrison | 2-6,7-5,6-2 |
| Challenger Charlottesville | 2023/10/29 23:05 | Aidan Mayo v Douglas Yaffa | 6-2,6-2 |
| ITF M25 Saint-Augustin | 2023/10/28 15:00 | Mohamed Aziz Dougaz v Aidan Mayo | 6-3,7-6 |
| ITF M25 Saint-Augustin | 2023/10/27 19:10 | Aidan Mayo v Giles Hussey | 7-6,7-6 |
| ITF M25 Saint-Augustin | 2023/10/26 22:30 | Aidan Mayo v Keenan Mayo | 6-1,7-5 |
| ITF M25 Saint-Augustin | 2023/10/25 16:45 | Aidan Mayo v Colin Markes | 6-2,6-4 |
| Challenger Fairfield | 2023/10/11 17:00 | Alexander Ritschard v Aidan Mayo | 7-5,6-3 |
| Challenger Fairfield | 2023/10/09 20:45 | Patrick Kypson v Aidan Mayo | 6-3,6-7,6-7 |
| Challenger Charlottesville | 2023/10/30 14:00 | Evgeny Karlovskiy v Alafia Ayeni | 6-7,4-6 |
| Challenger Charlottesville | 2023/10/29 16:55 | Alafia Ayeni v Ezekiel Clark | 6-4,6-3 |
| Challenger Curitiba | 2023/10/22 19:20 | Arklon H D Pino v Alafia Ayeni | 7-5,6-4 |
| Challenger Santa Fe | 2023/10/16 13:00 | Nicolas Mejia v Alafia Ayeni | 6-3,6-2 |
| Challenger Santa Fe | 2023/10/15 15:00 | Alafia Ayeni v Matias Franco Descotte | 6-2,2-6,6-4 |
| Challenger Buenos Aires | 2023/10/08 17:30 | Alafia Ayeni v Juan Bautista Torres | 5-7,1-6 |
| Challenger Guangzhou | 2023/09/13 02:00 | Alafia Ayeni v Terence Atmane | 6-7,6-7 |
| Challenger Guangzhou | 2023/09/11 08:35 | Ye Cong Mo v Alafia Ayeni | 3-6,3-6 |