Stadium: Court 1 Round: 25 Ground: Clay
| 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 |
| Others | 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 |
| ATP Delray Beach | 2021/01/07 19:30 | Gianluca Mager v Ryan Harrison | 3-6,6-1,6-4 |
| ATP Acapulco | 2020/02/23 01:00 | Daniel Altmaier v Ryan Harrison | 6-2,6-3 |
| ATP Delray Beach | 2020/02/19 17:30 | Soonwoo Kwon v Ryan Harrison | 6-4,3-6,7-6 |
| ATP Delray Beach | 2020/02/17 17:45 | Ryan Harrison v Damir Dzumhur | 6-3,6-2 |
| Challenger Cleveland | 2020/02/13 19:55 | Geoffrey Blancaneaux v Ryan Harrison | 6-3,3-6,6-2 |
| Challenger Cleveland | 2020/02/13 00:05 | Ryan Harrison v Sebastian Ofner | 6-3,6-7,6-3 |
| Challenger Cleveland | 2020/02/10 23:00 | Ryan Harrison v Collin Altamirano | 6-4,7-6 |
| Challenger Dallas | 2020/02/04 03:00 | Ryan Harrison v Brandon Nakashima | 3-6,4-6 |
| Challenger Tallahassee | 2021/04/19 15:00 | Donald Young v Filip Cristian Jianu | 4-6,2-6 |
| Challenger Tallahassee | 2021/04/18 20:00 | Donald Young v Evan King | 6-1,6-2 |
| Challenger Cleveland | 2021/03/17 23:35 | Alexis Galarneau v Donald Young | 7-5,7-5 |
| Challenger Cleveland | 2021/03/15 20:25 | Donald Young v Go Soeda | 6-3,6-7,7-5 |
| ATP Delray Beach | 2021/01/09 01:30 | Frances Tiafoe v Donald Young | 6-3,6-4 |
| ATP Delray Beach | 2021/01/06 16:00 | Donald Young v Stefan Kozlov | 4-6,6-4,6-4 |
| ATP Delray Beach | 2021/01/05 15:40 | Pedro Sakamoto v Donald Young | 6-3,4-6,2-6 |
| GTS Atlanta Exhibition | 2020/09/18 15:00 | Donald Young v Nathan Pasha | 6-3,7-5 |