Stadium: V5 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Fort Worth | 2019/10/23 15:00 | Nathan Ponwith v Aidan Mchugh | 6-2,6-3 |
| ITF M25 Norman | 2019/10/03 15:00 | Spencer Papa v Nathan Ponwith | 6-2,7-6 |
| ITF M25 Norman | 2019/10/02 15:00 | Nathan Ponwith v Govind Nanda | 6-4,4-6,6-2 |
| ITF M25 Norman | 2019/10/01 16:55 | Nathan Ponwith v Dominik Kellovsky | 7-6,6-2 |
| ITF M25 Norman | 2019/09/30 18:30 | Nathan Ponwith v Vladislav Melnic | 6-4,7-6 |
| ITF M25 Norman | 2019/09/29 15:00 | Nathan Ponwith v Ezequiel A Santalla | 6-4,6-2 |
| ITF M25 - Harlingen | 2019/09/27 00:35 | Nathan Ponwith v Liam Caruana | 4-6,6-4,4-10 |
| ITF M25 - Harlingen | 2019/09/25 18:00 | Nathan Ponwith v Pierce Rollins | 6-4,6-2 |
| ITF M25 Fort Worth | 2019/10/23 15:00 | Tyler Zink v Jack Draper | 2-6,1-6 |
| Challenger - Las Vegas | 2019/10/14 19:35 | Jack Draper v Ryan Peniston | 5-7,6-7 |
| Challenger - Fairfield | 2019/10/11 21:40 | Christopher O'Connell v Jack Draper | 6-2,6-3 |
| Challenger - Fairfield | 2019/10/11 02:00 | Jack Draper v Donald Young | 6-3,7-6 |
| Challenger - Fairfield | 2019/10/10 02:30 | Jack Sock v Jack Draper | 6-3,6-7,3-6 |
| Challenger - Fairfield | 2019/10/08 17:00 | Jack Draper v Alex Rybakov | 6-1,2-6,7-5 |
| ITF M25 - Shrewsbury | 2019/09/28 13:00 | Jack Draper v Julian Ocleppo | 6-4,6-0 |
| ITF M25 - Shrewsbury | 2019/09/26 11:35 | Jack Draper v Francesco Vilardo | 6-4,7-6 |