Stadium: Court 5 Round: 19 Ground: Clay
| Challenger - Tallahassee | 2023/04/17 14:00 | Strong Kirchheimer v Kiger, Mac | 6-3,4-6,6-2 |
| Challenger - Sarasota | 2023/04/10 00:35 | Luca Potenza v Strong Kirchheimer | 7-6,6-3 |
| Challenger - Mexique | 2023/03/26 17:50 | Elmar Ejupovic v Strong Kirchheimer | 6-2,6-3 |
| ITF M25 Montreal | 2023/03/18 15:00 | Gabriel Diallo v Strong Kirchheimer | 6-2,7-6 |
| ITF M25 Montreal | 2023/03/17 13:55 | Strong Kirchheimer v Perez, Alfredo | 7-6,6-3 |
| ITF M25 Montreal | 2023/03/16 17:10 | Strong Kirchheimer v James Davis | 6-1,6-3 |
| ITF M25 Montreal | 2023/03/15 14:00 | Strong Kirchheimer v Rodrigues, Daniel | 6-1,6-0 |
| ITF M25 Montreal | 2023/03/12 16:00 | Jules Marie v Strong Kirchheimer | 7-5,6-0 |
| Challenger - Tallahassee | 2023/04/17 14:00 | Kaylan Bigun v Harrison, Ryan | 2-6,6-7 |
| Challenger - Sarasota | 2023/04/10 00:45 | Guido Andreozzi v Harrison, Ryan | 6-3,6-3 |
| Challenger Waco | 2023/02/28 21:10 | Harrison, Ryan v Aleksandar Kovacevic | 3-6,6-7 |
| Rome, USA | 2023/02/22 16:35 | Harrison, Ryan v Elmar Ejupovic | 6-3,6-7,2-6 |
| Rome, USA | 2023/02/20 21:40 | Illya Marchenko v Harrison, Ryan | 3-6,6-3,3-6 |
| Challenger - Cleveland | 2023/02/02 17:45 | Stefan Kozlov v Harrison, Ryan | 6-4,6-4 |
| Challenger - Cleveland | 2023/02/01 00:15 | Harrison, Ryan v Jaimee Floyd Angele | 6-2,6-1 |
| Challenger - Cleveland | 2023/01/30 15:00 | Klahn, Bradley v Harrison, Ryan | 3-6,6-7 |