Stadium: Court Central Round: 24 Ground: Hardcourt indoor
| ITF M25 Rancho Santa Fe | 2020/01/15 17:25 | Juan Manuel Cerundolo v Lloyd Glasspool | 1-6,6-2,6-4 |
| Challenger Ann Arbor | 2020/01/06 15:25 | Lloyd Glasspool v John McNally | 4-6,1-6 |
| Challenger Champaign | 2019/11/14 19:25 | Lloyd Glasspool v Blaz Kavcic | 5-7,6-7 |
| Challenger Champaign | 2019/11/12 20:40 | Kaichi Uchida v Lloyd Glasspool | 5-7,6-7 |
| Challenger Champaign | 2019/11/11 18:15 | Lloyd Glasspool v Michael Geerts | 3-6,6-3,6-2 |
| Challenger Knoxville | 2019/11/06 16:30 | Lloyd Glasspool v Brandon Nakashima | 6-7,6-3,6-7 |
| Challenger Knoxville | 2019/11/04 15:00 | Lloyd Glasspool v Strong Kirchheimer | 1-6,5-7 |
| Challenger Charlottesville | 2019/10/28 23:55 | Lloyd Glasspool v Alexander Ritschard | 4-6,4-6 |
| Challenger Cleveland | 2020/02/10 21:40 | Ulises Blanch v Vasil Kirkov | 6-2,6-3 |
| ITF M15 Cancun | 2020/02/07 14:00 | Vasil Kirkov v Michel Vernier | 3-6,2-6 |
| ITF M15 Cancun | 2020/02/06 14:00 | Gabriel Petit v Vasil Kirkov | 6-4,3-6,0-6 |
| ITF M15 Cancun | 2020/02/04 14:00 | Jean Thirouin v Vasil Kirkov | 6-2,3-6,4-6 |
| ITF M15 Cancun | 2020/02/01 14:30 | Vasil Kirkov v Dusty H. Boyer | 6-3,3-6,3-6 |
| ITF M15 Cancun | 2020/01/31 14:00 | Maximiliano Estevez v Vasil Kirkov | 6-4,3-6,2-6 |
| ITF M15 Cancun | 2020/01/30 18:20 | Christian Langmo v Vasil Kirkov | 3-6,4-6 |
| ITF M15 Cancun | 2020/01/28 15:30 | Vasil Kirkov v Simon Carr | 6-4,7-5 |