Stadium: Court 1 Round: 25 Ground: Hardcourt indoor
| Challenger Knoxville | 2019/11/07 18:00 | Peter Polansky v Christopher O'Connell | 2-6,3-6 |
| Challenger Knoxville | 2019/11/06 18:40 | Peter Polansky v Edan Leshem | 6-2,7-5 |
| Challenger Charlottesville | 2019/10/29 19:50 | Peter Polansky v Brandon Nakashima | 4-6,6-4,1-6 |
| Challenger Las Vegas | 2019/10/16 21:00 | Peter Polansky v Vasek Pospisil | 1-6,2-6 |
| Challenger Fairfield | 2019/10/11 19:05 | Peter Polansky v Kevin King | 3-6,6-7 |
| Challenger Fairfield | 2019/10/10 17:00 | Peter Polansky v Nicola Kuhn | 6-4,6-4 |
| Challenger Fairfield | 2019/10/09 21:25 | Peter Polansky v Alexander Ritschard | 6-3,5-7,6-4 |
| Challenger Tiburon | 2019/09/25 21:30 | Peter Polansky v Sekou Bangoura | 1-6,4-6 |
| Challenger Champaign | 2019/11/13 00:20 | Martin Redlicki v Ezekiel Clark | 6-3,6-2 |
| ITF M25 Malibu | 2019/11/07 21:15 | Martin Redlicki v Brandon Holt | 2-6,6-3,5-7 |
| ITF M25 Malibu | 2019/11/06 18:50 | Martin Redlicki v Drew Baird | 7-6,6-4 |
| Challenger Charlottesville | 2019/10/29 19:45 | Martin Redlicki v Maxime Janvier | 2-6,4-6 |
| Challenger Charlottesville | 2019/10/28 19:45 | Martin Redlicki v Gijs Brouwer | 7-6,6-4 |
| ITF M25 Fort Worth | 2019/10/24 16:00 | Martin Redlicki v Jesper De Jong | 0-6,4-6 |
| ITF M25 Fort Worth | 2019/10/22 19:05 | Martin Redlicki v Luke Johnson | 3-6,6-1,6-4 |
| Challenger Las Vegas | 2019/10/14 18:00 | Lloyd Glasspool v Martin Redlicki | 7-5,7-6 |