Stadium: Court 6 Round: 24 Ground: Hardcourt outdoor
| Challenger Binghamton | 2019/07/23 16:30 | Ryan Shane v Alejandro Tabilo | 3-6,4-6 |
| Challenger Winnetka | 2019/07/09 01:50 | Sekou Bangoura v Ryan Shane | 7-5,6-3 |
| Challenger Columbus | 2019/06/11 20:45 | Ryan Shane v Matias Franco Descotte | 6-7,6-7 |
| Challenger Little Rock | 2019/06/08 15:00 | Ryan Shane v Dudi Sela | 3-6,1-6 |
| Challenger Little Rock | 2019/06/07 17:00 | Ryan Shane v Daniel Nguyen | 3-6,6-3,6-4 |
| Challenger Little Rock | 2019/06/05 01:30 | Michael Mmoh v Ryan Shane | 6-3,5-7,3-6 |
| Challenger Little Rock | 2019/06/03 20:40 | Thiago Seyboth Wild v Ryan Shane | 7-5,4-6,2-6 |
| Challenger Savannah | 2019/04/29 15:45 | Ryan Shane v Arthur Rinderknech | 1-6,4-6 |
| ITF M15 Rochester | 2019/06/26 23:05 | Strong Kirchheimer v Vasil Kirkov | 6-4,6-1 |
| ITF M15 Orlando | 2019/06/21 14:00 | Vasil Kirkov v Diego Hidalgo | 1-6,4-6 |
| ITF M15 Orlando | 2019/06/20 13:00 | Keenan Mayo v Vasil Kirkov | 3-6,3-6 |
| ITF M15 Orlando | 2019/06/18 14:00 | Ishaan Ravichander v Vasil Kirkov | 2-6,0-6 |
| ITF M15 Champaign | 2019/06/05 21:30 | Vasil Kirkov v Nathan Ponwith | 2-6,6-4,4-6 |
| ITF M15 Heraklion | 2019/05/30 07:00 | Emil Ruusuvuori v Vasil Kirkov | 6-0,3-6,6-4 |
| ITF M15 Heraklion | 2019/05/28 09:00 | Vasil Kirkov v Jean Thirouin | 5-7,6-3,6-3 |
| ITF M15 Heraklion | 2019/05/21 07:00 | Vasil Kirkov v Peter Bothwell | 6-7,7-6,6-7 |