Stadium: Court 1 Round: 19 Ground: Hardcourt indoor
| Challenger - Newport Beach | 2019/01/21 18:00 | Patrick Kypson v Donald Young | 3-6,2-6 |
| Challenger - Columbus | 2022/09/18 18:30 | Donald Young v Preston Brown | 6-4,5-7,7-5 |
| Challenger - Cary | 2022/09/13 20:30 | Yasutaka Uchiyama v Donald Young | 4-6,6-3,6-0 |
| Challenger - Cary | 2022/09/12 16:00 | Naoki Nakagawa v Donald Young | 5-7,2-6 |
| Challenger - Cary | 2022/09/11 18:20 | Eduardo Nava v Donald Young | 2-6,3-6 |
| ATP - Winston-Salem | 2022/08/20 19:10 | Donald Young v Emilio Nava | 2-6,2-6 |
| Challenger - Chicago | 2022/08/08 20:55 | Donald Young v Aidan Mchugh | 3-6,6-7 |
| Challenger - Lexington | 2022/07/31 18:35 | Kousuke Ogura v Donald Young | 6-3,2-6,6-3 |
| ATP - Atlanta | 2022/07/24 16:40 | Dominik Koepfer v Donald Young | 6-1,4-6,6-3 |
| Challenger - Columbus | 2022/09/18 17:25 | Karl Kiur Saar v Patrick Kypson | 3-6,3-6 |
| Challenger - Cary | 2022/09/11 20:30 | James Trotter v Patrick Kypson | 7-6,6-7,6-3 |
| Challenger - Santo Domingo | 2022/08/15 19:55 | Nicolas Alvarez v Patrick Kypson | 2-6,3-6 |
| Challenger - Lima | 2022/08/09 15:00 | Patrick Kypson v Nick Chappell | 5-7,5-7 |
| ITF - M25 Edwardsville | 2022/07/30 17:00 | Patrick Kypson v James Trotter | 6-7,7-6,6-7 |
| ITF - M25 Edwardsville | 2022/07/29 18:55 | Ezekiel Clark v Patrick Kypson | 6-7,4-6 |
| ITF - M25 Edwardsville | 2022/07/28 14:55 | Ronan Jachuck v Patrick Kypson | 1-6,6-0,1-6 |
| ITF - M25 Edwardsville | 2022/07/27 15:00 | Patrick Kypson v Omni Kumar | 6-4,7-5 |