Stadium: Court 1 Round: 19 Ground: Hardcourt indoor
| Challenger - Tallahassee | 2021/04/20 14:00 | Ryan Harrison v Donald Young | 2-6,6-3,6-3 |
| ATP - New York | 2018/02/13 00:30 | Ryan Harrison v Donald Young | 6-3,7-6 |
| ATP Memphis | 2017/02/19 01:30 | Ryan Harrison v Donald Young | 6-4,6-4 |
| ITF - M15 Monastir | 2016/10/02 05:00 | Donald Young v Ryan Harrison | 7-5,1-6,4-6 |
| ATP - Houston | 2014/04/08 18:40 | Ryan Harrison v Donald Young | 0-6,1-6 |
| Challenger - Columbus | 2022/01/23 16:30 | Kaichi Uchida v Donald Young | 3-6,6-7 |
| Challenger - Puerto Vallarta | 2021/11/25 03:30 | Alejandro Tabilo v Donald Young | 6-2,6-1 |
| Challenger - Puerto Vallarta | 2021/11/23 03:30 | Milledge Cossu v Donald Young | 1-6,3-6 |
| Challenger - Knoxville | 2021/11/10 00:35 | Emilio Nava v Donald Young | 6-3,6-2 |
| Challenger - Knoxville | 2021/11/08 16:35 | Johannus Monday v Donald Young | 0-6,2-6 |
| Challenger - Knoxville | 2021/11/07 20:00 | Alexander Brown v Donald Young | 3-6,6-3,3-6 |
| Challenger - Las Vegas | 2021/10/26 22:05 | Donald Young v Tatsuma Ito | 4-6,4-6 |
| Challenger - Las Vegas | 2021/10/25 18:00 | Michael Redlicki v Donald Young | 6-7,6-1,6-7 |
| Challenger - Columbus | 2022/01/23 16:40 | Ryan Harrison v Michail Pervolarakis | 7-5,6-1 |
| ITF M15 - Naples | 2021/10/10 14:00 | Antoine Cornut-Chauvinc v Ryan Harrison | 3-6,5-7 |
| ITF M15 - Naples | 2021/10/09 14:00 | Damien Wenger v Ryan Harrison | 3-6,5-7 |
| ITF M15 - Naples | 2021/10/08 14:30 | Peter Bertran v Ryan Harrison | 3-6,1-6 |
| ITF M15 - Naples | 2021/10/07 15:35 | Juncheng Shang v Ryan Harrison | 3-6,2-6 |
| ITF M15 - Naples | 2021/10/06 19:25 | Louroi Martinez v Ryan Harrison | 6-7,3-6 |
| Challenger - Barletta | 2021/08/23 11:00 | Luca Potenza v Ryan Harrison | 3-6,6-3,2-6 |
| Challenger - Barletta | 2021/08/22 12:50 | Ryan Harrison v Alexis Galarneau | 6-4,6-3 |