Stadium: Court 1 Round: 26 Ground: Hardcourt indoor
| Challenger - Champaign | 2023/11/15 00:15 | Aidan Mchugh v Sebastian Fanselow | 2-6,6-4,3-6 |
| Challenger - Knoxville | 2023/11/09 16:00 | Zachary Svajda v Sebastian Fanselow | 6-2,7-5 |
| Challenger - Knoxville | 2023/11/07 21:40 | Sebastian Fanselow v Cannon Kingsley | 6-4,6-2 |
| Challenger - Knoxville | 2023/11/06 17:35 | Sebastian Fanselow v Alex Rybakov | 6-7,6-4,6-4 |
| Challenger - Knoxville | 2023/11/05 19:00 | Sebastian Fanselow v Kyle Kang | 6-3,6-3 |
| Challenger - Charlottesville | 2023/10/30 15:50 | Sebastian Fanselow v Darian King | 3-6,2-6 |
| Challenger - Charlottesville | 2023/10/29 20:25 | Sebastian Fanselow v Fons Van Sambeek | 6-0,6-1 |
| ITF M25 Tavira | 2023/10/23 12:00 | Sebastian Fanselow v Henrique Rocha | 6-2,6-3 |
| Challenger - Champaign | 2023/11/15 01:25 | Bernard Tomic v Alex Michelsen | 4-6,0-6 |
| Challenger - Knoxville | 2023/11/12 18:00 | Denis Kudla v Alex Michelsen | 5-7,6-4,2-6 |
| Challenger - Knoxville | 2023/11/11 18:25 | Alex Michelsen v Tennys Sandgren | 6-2,2-6,6-4 |
| Challenger - Knoxville | 2023/11/10 19:05 | Nishesh Basavareddy v Alex Michelsen | 3-6,3-6 |
| Challenger - Knoxville | 2023/11/08 17:50 | Gabriel Debru v Alex Michelsen | 3-6,6-3,4-6 |
| Challenger - Knoxville | 2023/11/07 00:55 | Bernard Tomic v Alex Michelsen | 6-4,6-7,4-6 |
| Challenger - Charlottesville | 2023/10/31 18:45 | Cannon Kingsley v Alex Michelsen | 7-5,6-3 |
| Challenger - Fairfield | 2023/10/13 18:30 | Alex Michelsen v Nishesh Basavareddy | 3-6,3-6 |