Stadium: Court 3 Round: 19 Ground: Hardcourt indoor
| Challenger Knoxville | 2021/11/07 19:10 | Nick Chappell v Johannus Monday | 6-4,5-7,3-6 |
| ITF M25 Champaign | 2021/09/14 17:00 | Blaise Bicknell v Johannus Monday | 6-3,6-4 |
| ITF M25 Champaign | 2021/09/13 19:00 | Johannus Monday v Kweisi Kenyatte | 6-4,6-4 |
| ITF M25 Sunderland | 2020/02/23 10:50 | Johannus Monday v Jake Hersey | 3-6,6-2,6-10 |
| ITF M25 Glasgow | 2020/02/16 14:45 | Bart Stevens v Johannus Monday | 4-6,6-1,10-7 |
| ITF M25 Chiswick | 2019/08/05 10:50 | Johannus Monday v Michael Shaw | 6-7,6-3,5-10 |
| ITF M25 Roehampton | 2019/07/29 13:40 | Sacha Modica v Johannus Monday | 6-0,6-4 |
| ITF M25 Roehampton | 2019/07/29 08:30 | Johannus Monday v Petar Pjevcevic | 6-2,7-5 |
| 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 Las Vegas | 2021/10/24 17:00 | Donald Young v Darian King | 6-3,3-6,6-4 |
| ITF M15 Vero Beach | 2021/10/20 23:35 | Donald Young v Jack Anthrop | 6-2,7-5 |
| Challenger Columbus | 2021/09/19 17:35 | Evan King v Donald Young | 7-5,4-6,6-4 |
| Challenger Cary | 2021/09/13 23:25 | Donald Young v Denis Kudla | 6-7,6-4,2-6 |
| ATP Winston-Salem | 2021/08/21 19:45 | Donald Young v Tung-Lin Wu | 0-6,0-6 |