Stadium: Court 1 Round: 25 Ground: Clay
| Challenger Maia | 2023/11/30 10:30 | Henrique Rocha v Anton Matusevich | 6-7,4-6 |
| Challenger Maia | 2023/11/28 10:30 | Alessandro Giannessi v Henrique Rocha | 4-6,7-6,2-6 |
| ITF M25 Vale Do Lobo | 2023/11/25 11:30 | Khumoyun Sultanov v Henrique Rocha | 6-4,6-2 |
| ITF M25 Vale Do Lobo | 2023/11/24 12:45 | Henrique Rocha v Leopold Zima | 6-2,7-5 |
| ITF M25 Vale Do Lobo | 2023/11/23 14:20 | Henrique Rocha v Marco Berti | 6-0,6-1 |
| ITF M25 Vale Do Lobo | 2023/11/22 13:10 | Henrique Rocha v Diogo Marques | 6-1,6-3 |
| ITF M25 Vale Do Lobo | 2023/11/19 12:00 | Hynek Barton v Henrique Rocha | 3-6,1-6 |
| ITF M25 Vale Do Lobo | 2023/11/18 10:55 | Henrique Rocha v Khumoyun Sultanov | 6-4,7-5 |
| Challenger Drummondville | 2023/11/16 16:35 | Thai-Son Kwiatkowski v James Duckworth | 1-6,7-6,3-6 |
| Challenger Drummondville | 2023/11/14 21:40 | Thai-Son Kwiatkowski v Giles Hussey | 7-6,0-6,7-5 |
| Challenger Knoxville | 2023/11/09 17:45 | Thai-Son Kwiatkowski v Aidan Mchugh | 6-0,4-6,3-6 |
| Challenger Knoxville | 2023/11/07 20:20 | Thai-Son Kwiatkowski v Strong Kirchheimer | 6-7,6-2,6-4 |
| Challenger Knoxville | 2023/11/06 15:00 | Thai-Son Kwiatkowski v Christian Harrison | 6-1,6-3 |
| Challenger Knoxville | 2023/11/05 17:20 | Thai-Son Kwiatkowski v Chris Rodesch | 3-6,6-3,6-4 |
| Challenger Charlottesville | 2023/10/30 21:10 | Thai-Son Kwiatkowski v Beibit Zhukayev | 6-4,6-7,6-7 |
| ITF M15 Las Vegas | 2023/10/22 18:55 | Bernard Tomic v Thai-Son Kwiatkowski | 6-1,4-6,6-2 |