Round: 54 Ground: Hardcourt outdoor
| ITF M25 Decatur | 2019/07/29 18:00 | Kerst, Jason v Trey Hilderbrand | 2-6,3-6 |
| Iowa City, Singles Qualifying M-ITF-USA-22A | 2019/07/15 15:00 | Kerst, Jason v Rotsaert, Alexandre | 1-6,7-6,12-14 |
| ITF USA F22 Qual | 2018/08/05 13:30 | Kerst, Jason v Perez, Alfredo | 1-6,2-6 |
| ITF USA F22 Qual | 2018/08/04 14:30 | Kerst, Jason v Scott, Fletcher | 6-4,6-0 |
| ITF USA F21 Qual | 2018/07/28 17:00 | Kerst, Jason v Keegan Smith | 2-6,2-6 |
| ITF USA F20 Qual | 2018/07/21 15:00 | Kerst, Jason v Rowland Phillips | 4-6,6-7 |
| ITF USA F19B Qual | 2018/07/14 17:30 | Kerst, Jason v Spec, Matic | 1-6,2-6 |
| ITF M25 Decatur | 2019/07/31 16:40 | Christian Langmo v Kessler, Mcclain | 6-4,6-4 |
| ITF M25 Decatur | 2019/07/30 15:00 | Kessler, Mcclain v Ravichander, Ishaan | 6-2,6-4 |
| ITF M25 Champaign | 2019/07/24 21:05 | AL Allaf, Kareem v Kessler, Mcclain | 6-4,6-2 |
| ITF M25 Champaign | 2019/07/23 16:50 | Budic, Vuk v Kessler, Mcclain | 1-6,6-3,9-11 |
| Rochester, Singles M-ITF-USA-19A | 2019/06/24 17:00 | Benjamin, Jordan v Kessler, Mcclain | 1-6,6-3,10-7 |
| Orlando, Singles Qualifying M-ITF-USA-17A | 2019/06/18 13:00 | Kessler, Mcclain v Zapp, Logan | 5-7,2-6 |
| ITF - M25 Wichita | 2019/06/11 16:45 | Rollins, Pierce v Kessler, Mcclain | 6-2,3-6,10-7 |
| ITF USA F29 | 2018/10/28 16:00 | Kessler, Mcclain v Rakic, Strahinja | 6-7,2-6 |