Stadium: Court 2 Round: 19 Ground: Hardcourt outdoor
| ITF - Santo Domingo M25 | 2023/02/20 13:50 | Leanid Boika v Jake Bhangdia | 6-3,7-5 |
| ITF M25 Santo Domingo Qual | 2023/02/19 14:00 | Leanid Boika v Miguel A M Torres | 6-0,6-3 |
| ITF - Santo Domingo M25 | 2023/02/15 15:30 | Adam Walton v Leanid Boika | 6-3,6-2 |
| ITF - Santo Domingo M25 | 2023/02/14 13:00 | Leanid Boika v Ignacio B Alia | 6-4,7-5 |
| ITF - Santo Domingo M25 | 2023/02/13 13:30 | Leanid Boika v Drew Van Orderlain | 6-2,0-6,11-9 |
| ITF - Santo Domingo M25 | 2023/02/12 13:00 | Leanid Boika v Kyle Overmyer | 3-6,7-5,10-6 |
| Challenger Cleveland | 2023/01/29 15:00 | Leanid Boika v Roy Smith | 3-6,3-6 |
| ITF - Monastir M15 | 2023/01/17 10:05 | Leanid Boika v Kalin Ivanovski | 3-6,6-3,0-6 |
| ITF M25 Santo Domingo Qual | 2023/02/20 13:55 | Jesus M Rosario v Thomas Brown | 0-6,0-6 |
| ITF M25 Santo Domingo Qual | 2023/02/19 14:00 | Ricardo Reyna v Thomas Brown | 2-6,1-6 |
| ITF - Santo Domingo M25 | 2023/02/16 13:30 | Thomas Brown v Jaimee Floyd Angele | 6-7,2-6 |
| ITF - Santo Domingo M25 | 2023/02/15 15:15 | Azariah Rusher v Thomas Brown | 4-6,3-6 |
| ITF - Santo Domingo M25 | 2023/02/14 13:00 | Gabriel P Tumasonis v Thomas Brown | 3-6,1-6 |
| ITF - Santo Domingo M25 | 2023/02/13 13:30 | Jesus M Rosario v Thomas Brown | 1-6,0-6 |
| ITF - Wesley Chapel M25 | 2023/01/26 15:00 | Thomas Brown v Zachary Svajda | 1-6,0-6 |
| ITF - Wesley Chapel M25 | 2023/01/25 17:05 | Darian King v Thomas Brown | 5-7,5-7 |