| UTR Pro Tennis Series - Florida | 2020/12/14 20:00 | Connor Krug v Felix Corwin | 3-6,1-6 |
| UTR Pro Tennis Series - Florida | 2020/12/15 00:00 | Jesse Witten v Anze Arh | 6-3,4-6,5-1 |
| ITF M25 - Naples | 2020/02/11 15:00 | Daniel Dutra Da Silva v Jesse Witten | 6-3,6-3 |
| ITF M25 - Naples | 2020/02/10 15:30 | Jose Daniel Bendeck v Jesse Witten | 2-6,5-7 |
| ITF M25 - Naples | 2020/02/09 15:00 | Jesse Witten v Simon Freund | 7-6,6-4 |
| ITF M15 - Cancun | 2020/01/30 18:10 | Chad Kissell v Jesse Witten | 3-6,6-2,7-6 |
| ITF M15 - Cancun | 2020/01/29 15:50 | Jose Pereira v Jesse Witten | 1-6,1-6 |
| ITF M15 - Cancun | 2020/01/28 15:00 | Jesse Witten v Chris Wettengel | 6-3,6-1 |
| ITF M15 - Cancun | 2020/01/27 14:00 | Igor Marcondes v Jesse Witten | 6-3,3-6,9-11 |