Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| Challenger Charlottesville | 2019/10/31 15:00 | Dennis Novikov v Taro Daniel | 4-6,2-6 |
| Challenger Charlottesville | 2019/10/30 21:45 | Dennis Novikov v Alexander Ritschard | 6-2,6-1 |
| Challenger Charlottesville | 2019/10/28 14:00 | Dennis Novikov v Jacob Dunbar | 7-5,1-6,5-7 |
| Challenger Las Vegas | 2019/10/15 17:30 | Dennis Novikov v Ernesto Escobedo | 3-6,4-6 |
| Challenger Las Vegas | 2019/10/14 18:00 | Dennis Novikov v Ruan Roelofse | 6-3,6-4 |
| Challenger Fairfield | 2019/10/09 21:25 | Dennis Novikov v Brandon Nakashima | 2-6,4-6 |
| Challenger Fairfield | 2019/10/07 17:00 | Dennis Novikov v Sem Verbeek | 2-6,6-7 |
| Challenger Columbus 3 | 2019/09/17 18:45 | Dennis Novikov v Sekou Bangoura | 6-7,6-7 |
| ITF USA F24 | 2018/09/08 17:30 | Ryder Jackson v Keegan Smith | 4-6,5-7 |
| ITF USA F24 | 2018/09/07 17:00 | Samuel Rubell v Ryder Jackson | 4-6,2-6 |
| Challenger San Francisco Qual | 2018/02/03 20:30 | Alessandro-D Ventre v Ryder Jackson | 6-3,6-7,6-3 |
| Challenger Fairfield Qual | 2017/10/07 17:00 | Liam Broady v Ryder Jackson | 6-2,7-5 |