Stadium: Court 17 Round: 62 Ground: Clay
| ITF M25 Calabasas | 2021/10/26 17:00 | Kyle Overmyer v Keenan Mayo | 1-6,2-6 |
| ITF M25 Vero Beach | 2021/10/18 16:00 | Kyle Overmyer v JanMagnus Johnson | 1-6,0-6 |
| ITF M15 Naples | 2021/10/11 14:30 | Kyle Overmyer v Christian Lakoseljac | 4-6,0-6 |
| ITF M15 Naples | 2021/10/10 15:00 | Feliksas Sakalauskas v Kyle Overmyer | 3-6,3-6 |
| ITF M15 Naples | 2021/10/04 15:00 | Dan Martin v Kyle Overmyer | 6-0,6-0 |
| ITF M15 Tallahassee | 2019/12/03 15:00 | Kyle Overmyer v Daniel Labrador | 0-6,2-6 |
| ITF M25 Malibu | 2019/11/04 18:00 | Kyle Overmyer v George Goldhoff | 1-6,1-6 |
| ITF M25 Fort Worth | 2019/10/20 15:00 | Kyle Overmyer v Colin Markes | 1-6,0-6 |
| ITF M15 Santo Domingo | 2021/12/09 13:25 | Toby D. Boyer v Marco Brugnerotto | 1-6,1-6 |
| ITF M15 Santo Domingo | 2021/12/08 14:45 | Jorge Panta v Toby D. Boyer | 3-6,4-6 |
| ITF M15 Santo Domingo | 2021/12/01 13:30 | Blaise Bicknell v Toby D. Boyer | 6-1,6-2 |
| ITF M25 Santo Domingo | 2021/11/29 14:00 | Toby D. Boyer v Juan Luis Yanine | 6-2,6-2 |
| ITF M25 Columbus | 2021/11/17 15:00 | Toby D. Boyer v Toby Alex Kodat | 1-6,1-6 |
| ITF M25 Harlingen | 2021/11/10 16:25 | Paul Jubb v Toby D. Boyer | 7-5,6-1 |
| ITF M25 Fayetteville | 2021/11/02 14:00 | Henry Patten v Toby D. Boyer | 6-3,6-4 |
| ITF M15 Tallahassee | 2021/10/25 13:00 | Francisco Rocha v Toby D. Boyer | 6-2,1-6,10-8 |