Stadium: Stadium Court Round: 19 Ground: Clay
| Challenger Columbus | 2022/09/19 18:00 | Young, Donald v Patrick Kypson | 6-4,0-6,4-6 |
| Newport Beach, USA | 2019/01/21 18:00 | Patrick Kypson v Young, Donald | 3-6,2-6 |
| Challenger - Tallahassee | 2023/04/16 17:00 | Patrick Kypson v Bernard, John | 6-3,7-5 |
| Challenger - San Luis Potosí | 2023/04/08 23:00 | Tomas Barrios Vera v Patrick Kypson | 6-4,6-3 |
| Challenger - San Luis Potosí | 2023/04/07 21:30 | Patrick Kypson v Terence Atmane | 6-2,6-7,6-2 |
| Challenger - San Luis Potosí | 2023/04/07 17:35 | Rodrigo Pacheco Mendez v Patrick Kypson | 3-6,3-6 |
| Challenger - San Luis Potosí | 2023/04/05 01:50 | Adolfo Daniel Vallejo v Patrick Kypson | 1-6,3-6 |
| Challenger - San Luis Potosí | 2023/04/03 20:20 | Alexis Galarneau v Patrick Kypson | 4-6,3-6 |
| Challenger - San Luis Potosí | 2023/04/02 20:30 | Patrick Kypson v Dmitry Popko | 6-1,6-2 |
| ITF - M25 Mosquera | 2023/03/23 18:15 | Patrick Kypson v Gonzalo Lama | 6-4,6-7,4-6 |
| Challenger - Tallahassee | 2023/04/16 17:00 | Young, Donald v Aidan Mayo | 6-4,2-6,6-4 |
| Challenger - Sarasota | 2023/04/10 17:10 | Zachary Svajda v Young, Donald | 7-5,1-6,6-1 |
| Rome, USA | 2023/02/20 17:30 | Keegan Smith v Young, Donald | 6-4,6-3 |
| Rome, USA | 2023/02/19 19:25 | Young, Donald v Kiranpal Pannu | 5-7,6-2,6-2 |
| Challenger - Cleveland | 2023/01/29 19:20 | Young, Donald v Thai-Son Kwiatkowski | 3-6,1-6 |
| Challenger Knoxville | 2022/11/07 19:25 | Young, Donald v Tristan McCormick | 6-3,4-6,5-7 |
| Challenger Charlottesville | 2022/10/30 14:00 | Tristan McCormick v Young, Donald | 4-6,3-6 |
| Challenger Las Vegas | 2022/10/24 17:30 | Carr, Simon v Young, Donald | 3-6,6-3,6-3 |