Stadium: Court 9 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Rancho Santa Fe | 2020/01/15 17:30 | Vasil Kirkov v Alexey Zakharov | 6-1,4-6,4-6 |
| ITF M25 Los Angeles | 2020/01/06 18:00 | Vasil Kirkov v Lucas Gomez | 6-3,1-6,3-10 |
| ITF M15 Cancun | 2019/12/15 15:00 | Nick Chappell v Vasil Kirkov | 7-6,6-7,6-7 |
| ITF M15 Cancun | 2019/12/13 15:00 | Joshua Ortlip v Vasil Kirkov | 6-2,3-6,1-6 |
| ITF M15 Cancun | 2019/12/12 16:40 | Manuel Barros v Vasil Kirkov | 4-6,2-6 |
| ITF M15 Cancun | 2019/12/10 14:00 | Skyler Butts v Vasil Kirkov | 1-6,4-6 |
| ITF M15 Tallahassee | 2019/12/04 16:40 | Vasil Kirkov v Dennis Novikov | 6-3,4-6,6-7 |
| ITF M15 Heraklion | 2019/11/23 08:00 | Vasil Kirkov v Mick Veldheer | 6-4,5-7,1-6 |
| ITF M15 Cancun | 2020/01/23 19:00 | Simon Carr v Christian Langmo | 7-6,4-6,4-6 |
| ITF M15 Cancun | 2020/01/22 16:50 | Simon Carr v Nicolas Alberto Arreche | 6-4,6-4 |
| ITF M15 Heraklion | 2019/12/07 08:30 | Simon Carr v Alibek Kachmazov | 5-7,3-6 |
| ITF M15 Heraklion | 2019/12/06 08:00 | Stuart Parker v Simon Carr | 4-6,4-6 |
| ITF M15 Heraklion | 2019/12/05 08:00 | Jakub Paul v Simon Carr | 4-6,2-6 |
| ITF M15 Heraklion | 2019/12/04 10:35 | Ryan Nijboer v Simon Carr | 2-6,2-6 |
| Challenger Champaign | 2019/11/12 00:00 | Simon Carr v Stefan Kozlov | 2-6,6-4,6-7 |
| ITF M25 Malibu | 2019/11/06 17:00 | Evan Zhu v Simon Carr | 0-6,7-5,7-5 |