Stadium: Indoor 2 Round: 27 Ground: Hardcourt outdoor
| ITF Canada F1 Qual | 2018/02/25 15:00 | Michael Redlicki v Jacob Dunbar | 6-1,6-3 |
| ITF M25 Champaign | 2019/07/23 21:50 | Jacob Dunbar v Ezekiel Clark | 1-6,3-6 |
| ITF M25 Iowa City | 2019/07/16 18:50 | Alex Rybakov v Jacob Dunbar | 6-1,6-2 |
| ITF M25 Tulsa | 2019/06/19 19:00 | Nick Chappell v Jacob Dunbar | 6-3,7-6 |
| ITF M25 Wichita | 2019/06/14 15:00 | Jacob Dunbar v Evan Zhu | 3-6,6-7 |
| ITF M25 Wichita | 2019/06/13 15:00 | Martin Redlicki v Jacob Dunbar | 4-6,6-7 |
| ITF M25 Wichita | 2019/06/12 15:00 | Reese Stalder v Jacob Dunbar | 0-6,3-6 |
| ITF M25 Calabasas | 2019/03/18 17:00 | Jacob Dunbar v Ryan Peniston | 2-6,3-6 |
| ITF M25 Bakersfield | 2019/03/13 21:55 | Jacob Dunbar v Andrew Watson | 6-4,1-6,3-6 |
| Challenger Gatineau | 2019/07/17 14:00 | Michael Redlicki v Dudi Sela | 2-6,1-6 |
| Challenger Gatineau | 2019/07/15 19:20 | Michael Redlicki v Danilo Petrovic | 6-3,4-6,7-5 |
| Challenger Winnetka | 2019/07/10 18:50 | Michael Redlicki v Ramkumar Ramanathan | 5-7,5-7 |
| Challenger Winnetka | 2019/07/08 16:55 | Michael Redlicki v Evan King | 7-5,6-4 |
| ITF M25 Tulsa | 2019/06/20 16:40 | Ezekiel Clark v Michael Redlicki | 3-6,6-1,6-2 |
| ITF M25 Tulsa | 2019/06/19 15:00 | Emil Reinberg v Michael Redlicki | 6-3,2-6,3-6 |
| Challenger Columbus | 2019/06/11 16:30 | Dennis Novikov v Michael Redlicki | 6-4,6-3 |
| Challenger Little Rock | 2019/06/04 21:45 | Michael Redlicki v Francisco Cerundolo | 3-6,6-2,2-6 |