Stadium: Court 4 Round: 19 Ground: Hardcourt indoor
| Challenger Calgary | 2023/11/05 18:30 | Gabriel Decamps v Ben Jones | 3-6,4-6 |
| ITF M25 Edmonton | 2023/11/01 18:30 | Colin Markes v Ben Jones | 6-4,6-3 |
| ITF M25 Saint-Augustin | 2023/10/25 14:30 | Kiranpal Pannu v Ben Jones | 6-3,7-6 |
| ITF M25 Edgbaston | 2023/10/17 11:40 | Ben Jones v Patrick Brady | 3-6,3-6 |
| ITF M25 Rodez | 2023/10/09 14:45 | Ben Jones v Mae Malige | 6-7,6-2,9-11 |
| ITF M25 Falun | 2023/09/26 12:00 | Ben Jones v Daniel Merida Aguilar | 4-6,4-6 |
| ITF M25 Falun | 2023/09/25 09:25 | Ben Jones v Kenzo K Larsson | 6-4,6-4 |
| ITF M25 Falun | 2023/09/24 10:30 | Ben Jones v Melvin Kumar | 6-4,6-2 |
| Challenger Calgary | 2023/11/05 19:55 | Drew Van Orderlain v Ryan Seggerman | 4-6,4-6 |
| Challenger Sydney | 2023/11/01 00:00 | Blake Mott v Ryan Seggerman | 6-2,6-3 |
| Challenger Sydney | 2023/10/31 05:20 | Ryan Seggerman v Benjamin Lock | 6-3,4-6,6-4 |
| Challenger Sydney | 2023/10/30 01:35 | Blake Mott v Ryan Seggerman | 6-3,3-6,4-6 |
| Challenger Sydney | 2023/10/29 05:25 | Kody Pearson v Ryan Seggerman | 4-6,6-7 |
| Challenger Playford | 2023/10/22 23:30 | Yusuke Takahashi v Ryan Seggerman | 6-3,6-2 |
| Challenger Playford | 2023/10/21 23:30 | Bang Shuo Yin v Ryan Seggerman | 6-7,3-6 |
| ITF M25 Zapopan | 2023/10/12 20:30 | Ernesto Escobedo v Ryan Seggerman | 7-6,6-4 |