Stadium: Court 4 Round: 25 Ground: Hardcourt indoor
| ITF M25 Glasgow | 2023/10/27 09:00 | Alexander Blockx v Toby Samuel | 6-4,6-4 |
| ITF M25 Glasgow | 2023/10/26 09:00 | Finn Bass v Toby Samuel | 7-6,4-6,1-6 |
| ITF M25 Glasgow | 2023/10/24 09:00 | Oscar Weightman v Toby Samuel | 5-7,6-3,2-6 |
| ITF M25 Edgbaston | 2023/10/20 10:30 | Kyle Edmund v Toby Samuel | 6-2,7-5 |
| ITF M25 Edgbaston | 2023/10/19 10:45 | Toby Samuel v Paul Jubb | 7-5,6-7,6-3 |
| ITF M25 Edgbaston | 2023/10/18 11:00 | Toby Samuel v Tiran Sanghera | 6-3,6-4 |
| ITF M25 Edgbaston | 2023/10/17 10:30 | Toby Samuel v Phoenix Weir | 6-1,6-2 |
| Challenger Columbus | 2023/09/18 19:25 | Bernard Tomic v Toby Samuel | 6-0,6-4 |
| Challenger Calgary | 2023/11/06 17:00 | Ben Jones v Ryan Seggerman | 3-6,6-7 |
| 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 |