Stadium: Court 1 Round: 44 Ground: Clay
| ITF - M15 Tallahassee | 2019/12/03 15:00 | David Fox v Maxwell Giddens | 6-4,6-2 |
| ITF - M15 East Lansing | 2019/11/17 15:00 | David Fox v Maxwell Giddens | 6-3,6-7,10-8 |
| ITF M25 Memphis | 2019/08/12 15:00 | Maxwell Giddens v Jason Kros | 0-6,0-6 |
| ITF - M25 Decatur | 2019/07/29 18:00 | Mason Beiler v Maxwell Giddens | 6-1,3-6,10-6 |
| ITF - M15 Pittsburgh | 2019/07/01 14:00 | Leighton Allen v Maxwell Giddens | 6-4,0-6,10-8 |
| ITF - M25 Wichita | 2019/06/10 18:00 | Nathan Ponwith v Maxwell Giddens | 6-4,6-3 |
| ITF - M25 Pensacola | 2019/05/07 15:00 | Mwendwa Mbithi v Maxwell Giddens | 6-2,4-6,10-8 |
| ITF - M25 Pensacola | 2019/05/06 14:00 | Maxwell Giddens v Mihnea L.S. Turcu | 6-1,6-3 |
| ITF - M25 Weston | 2020/01/26 15:30 | Yang Liu v Colin Sinclair | 6-7,2-6 |
| Challenger Bendigo | 2020/01/12 23:00 | Colin Sinclair v Yoshihito Nishioka | 2-6,4-6 |
| Challenger - Noumea | 2020/01/07 02:05 | Harold Mayot v Colin Sinclair | 4-6,6-3,6-2 |
| ITF - M15 Cancun | 2019/11/21 15:15 | Connor Farren v Colin Sinclair | 6-2,6-4 |
| ITF - M15 Cancun | 2019/11/20 18:40 | Colin Sinclair v Joao Lucas Reis da Silva | 7-5,6-7,6-4 |
| Challenger - Houston | 2019/11/12 18:10 | Brandon Holt v Colin Sinclair | 6-1,7-5 |
| ITF - M15 Cancun | 2019/11/10 14:00 | Colin Sinclair v Joao Lucas Reis da Silva | 2-6,4-6 |
| ITF - M15 Cancun | 2019/11/09 14:00 | Paul Jubb v Colin Sinclair | 3-6,2-6 |