Stadium: Court 4 Round: 19 Ground: Hardcourt outdoor
| Challenger Bloomfield Hills | 2023/07/03 20:00 | Omar Jasika v Andrew Fenty | 6-3,6-4 |
| Challenger Yokohama | 2023/11/19 03:20 | Omar Jasika v Yuki Mochizuki | 6-0,7-6 |
| Challenger Kobe | 2023/11/13 05:10 | Omar Jasika v Seong Chan Hong | 3-6,1-6 |
| Challenger Sydney | 2023/10/30 03:50 | Shintaro Mochizuki v Omar Jasika | 6-4,6-4 |
| Challenger Playford | 2023/10/23 04:35 | Omar Jasika v Yasutaka Uchiyama | 3-6,2-6 |
| ITF M25 Cairns | 2023/10/15 01:00 | Omar Jasika v Jake Delaney | 6-7,6-4,6-4 |
| ITF M25 Cairns | 2023/10/14 01:00 | Omar Jasika v Blake Mott | 6-3,6-2 |
| ITF M25 Cairns | 2023/10/13 01:00 | Omar Jasika v Pavle Marinkov | 7-6,6-1 |
| ITF M25 Cairns | 2023/10/12 00:00 | Omar Jasika v Daisuke Sumizawa | 6-1,6-2 |
| Challenger Yokohama | 2023/11/19 03:20 | Andrew Fenty v Ernesto Escobedo | 6-4,7-6 |
| Challenger Kobe | 2023/11/14 06:35 | Marc Polmans v Andrew Fenty | 6-2,7-5 |
| Challenger Kobe | 2023/11/13 01:30 | Yan Bai v Andrew Fenty | 6-4,3-6,4-6 |
| Challenger Matsuyama | 2023/11/05 02:45 | Egor Gerasimov v Andrew Fenty | 6-0,6-1 |
| ITF M15 Heraklion | 2023/10/25 06:30 | Sidane Pontjodikromo v Andrew Fenty | 6-1,6-7,6-0 |
| ITF M15 Heraklion | 2023/10/24 06:30 | Benjamin Pietri v Andrew Fenty | 0-6,6-4,3-10 |
| ITF M15 Heraklion | 2023/10/23 10:30 | Thomas Kostka v Andrew Fenty | 5-7,6-4,9-11 |
| ITF M15 Ithaca | 2023/10/05 16:10 | Andrew Fenty v Radu Mihai Papoe | 3-6,1-6 |