Stadium: Eve Zimmerman Court Round: 26 Ground: Hardcourt outdoor
| Challenger Fairfield | 2023/10/10 22:40 | Eliot Spizzirri v Federico Agustin Gomez | 6-3,3-6,3-6 |
| Challenger Fairfield | 2023/10/09 17:00 | Federico Agustin Gomez v Learner Tien | 6-2,2-6,6-7 |
| Challenger Fairfield | 2023/10/08 18:30 | Federico Agustin Gomez v Quinn Vandecasteele | 7-5,6-2 |
| Challenger Tiburon | 2023/10/02 17:00 | Federico Agustin Gomez v Thai-Son Kwiatkowski | 6-7,1-6 |
| Challenger Tiburon | 2023/10/01 17:00 | Federico Agustin Gomez v Evan Burnett | 6-4,6-7,6-4 |
| Challenger Charleston | 2023/09/25 14:00 | Federico Agustin Gomez v August Holmgren | 0-6,5-7 |
| Challenger Charleston | 2023/09/24 14:00 | Federico Agustin Gomez v Henry Lieberman | 6-3,6-3 |
| Challenger Columbus | 2023/09/20 18:50 | Enzo Couacaud v Federico Agustin Gomez | 7-5,6-4 |
| Challenger Fairfield | 2023/10/10 23:20 | Nishesh Basavareddy v Adam Walton | 6-3,7-5 |
| Challenger Tiburon | 2023/10/06 23:15 | Nishesh Basavareddy v Zachary Svajda | 0-6,2-6 |
| Challenger Tiburon | 2023/10/02 17:00 | Nishesh Basavareddy v Aidan Mayo | 7-5,7-5 |
| Challenger Tiburon | 2023/10/01 17:00 | Christian Langmo v Nishesh Basavareddy | 3-6,4-6 |
| Challenger Columbus | 2023/09/20 16:00 | Nishesh Basavareddy v Vasek Pospisil | 5-7,6-2,5-7 |
| ITF M25 - Champaign | 2023/07/19 19:05 | Jack Anthrop v Nishesh Basavareddy | 4-6,5-7 |
| Challenger Chicago | 2023/07/13 20:05 | Jason Jung v Nishesh Basavareddy | 3-6,7-6,6-2 |
| Challenger Chicago | 2023/07/12 19:30 | Nishesh Basavareddy v Steve Johnson | 6-3,2-6,6-4 |