Stadium: Court 5 Round: 54 Ground: Hardcourt outdoor
| ITF M15 Heraklion | 2020/11/26 07:30 | Henry Patten v Vasil Kirkov | 6-4,6-1 |
| ITF M15 Heraklion | 2020/11/25 09:55 | Vasil Kirkov v Lucas Catarina | 2-6,6-2,6-4 |
| ITF M15 Heraklion | 2020/11/18 12:15 | Vasil Kirkov v Sho Shimabukuro | 2-6,6-3,4-6 |
| ITF M15 Heraklion | 2020/11/17 07:30 | Vasil Kirkov v Billy Harris | 4-6,6-0,10-7 |
| ITF M15 Heraklion | 2020/11/16 07:30 | Vasil Kirkov v Gianmarco Ferrari | 4-6,6-2,10-2 |
| ITF M15 Heraklion | 2020/11/15 08:00 | Vasil Kirkov v Cezar Cretu | 6-4,6-3 |
| ITF M15 Parnu | 2020/11/05 11:05 | Otto Virtanen v Vasil Kirkov | 6-2,6-2 |
| ITF M15 Parnu | 2020/11/04 08:00 | Alexander Georg Mandma v Vasil Kirkov | 1-6,0-6 |
| ITF M25 Wichita | 2021/06/07 15:00 | Errol Smith v Murphy Cassone | 1-6,3-6 |
| ITF M25 Pensacola | 2021/05/17 17:30 | Tom Hands v Errol Smith | 1-6,7-6,10-3 |
| ITF M25 Las Vegas | 2020/03/04 22:30 | Errol Smith v Alex Blumenberg | 4-6,6-2,4-6 |
| ITF M25 Rancho Santa Fe | 2020/01/13 18:00 | Errol Smith v Evan Zhu | 2-6,4-6 |
| ITF M25 Los Angeles | 2020/01/06 18:00 | Simon Freund v Errol Smith | 6-4,6-7,11-9 |
| ITF M15 Tallahassee | 2019/12/04 19:20 | Eliot Spizzirri v Errol Smith | 6-1,6-2 |
| ITF M15 East Lansing | 2019/11/20 20:40 | Errol Smith v Ezekiel Clark | 5-7,1-6 |
| ITF M25 Malibu | 2019/11/05 18:30 | Errol Smith v Millen Hurrion | 1-6,6-3,8-10 |