Stadium: Court 8 Round: 14 Ground: Hardcourt indoor
| ITF M25 Edmonton | 2023/10/31 17:20 | Nicolas Kotzen v Drew Van Orderlain | 6-2,6-4 |
| ITF M25 Edmonton | 2023/10/30 18:55 | Drew Van Orderlain v Frederick McRae | 6-0,6-0 |
| ITF M25 Edmonton | 2023/10/29 18:10 | Drew Van Orderlain v Igor Danich | 4-6,6-3,10-3 |
| ITF M25 Saint-Augustin | 2023/10/25 18:25 | Drew Van Orderlain v Junghee You | 4-6,6-1,5-7 |
| ITF M25 Saint-Augustin | 2023/10/24 14:00 | Drew Van Orderlain v Henry Lieberman | 6-4,7-6 |
| ITF M25 Saint-Augustin | 2023/10/23 14:00 | Drew Van Orderlain v Tom Dynka | 6-0,6-0 |
| ITF M15 Morelia | 2023/10/18 19:00 | Felix Corwin v Drew Van Orderlain | 6-4,6-2 |
| ITF M15 Morelia | 2023/10/17 20:55 | Gonzalo Ariel Karakachian v Drew Van Orderlain | 4-6,0-6 |
| 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 |
| ITF M25 Zapopan | 2023/10/11 17:15 | Rodrigo Alujas v Ryan Seggerman | 2-6,4-6 |