Stadium: Court 6 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Waco | 2019/10/16 16:50 | Colin Sinclair v Connor Farren | 6-3,6-4 |
| Challenger Fairfield | 2019/10/07 22:00 | Colin Sinclair v Agustin Velotti | 7-6,6-7,4-6 |
| Challenger Tiburon | 2019/09/23 21:20 | Michail Pervolarakis v Colin Sinclair | 6-3,7-6 |
| Challenger Columbus 3 | 2019/09/17 15:40 | Colin Sinclair v Alexander Erler | 5-7,6-7 |
| Davis Cup | 2019/09/14 08:10 | Colin Sinclair v Omar Alawadhi | 7-5,3-6,6-2 |
| Davis Cup | 2019/09/13 08:05 | Colin Sinclair v Saud Alhaqbani | 6-1,6-1 |
| Davis Cup | 2019/09/11 08:05 | Colin Sinclair v Dipu Lal | 6-0,6-0 |
| Challenger New Haven | 2019/09/03 17:45 | Thai-Son Kwiatkowski v Colin Sinclair | 7-6,6-2 |
| ITF M25 Waco | 2019/10/16 18:00 | Alex Rybakov v Jonathan Gray | 6-1,7-5 |
| Challenger Fairfield | 2019/10/08 17:00 | Jack Draper v Alex Rybakov | 6-1,2-6,7-5 |
| ITF M25 Harlingen | 2019/09/29 00:20 | Adrian Andreev v Alex Rybakov | 6-3,6-1 |
| ITF M25 Harlingen | 2019/09/28 01:00 | Alex Rybakov v Liam Caruana | 7-5,6-4 |
| ITF M25 Harlingen | 2019/09/26 15:00 | Jordi Arconada v Alex Rybakov | 6-4,4-6,7-10 |
| ITF M25 Harlingen | 2019/09/25 23:25 | Alex Rybakov v Christian Langmo | 6-2,6-3 |
| ITF M25 Houston | 2019/09/20 01:55 | Alex Rybakov v Hugo Gaston | 3-6,6-7 |
| ITF M25 Houston | 2019/09/19 01:05 | Adrian Oetzbach v Alex Rybakov | 2-6,2-6 |