Stadium: Court 1 Round: 24 Ground: Hardcourt outdoor
| ITF - Los Angeles - M25 | 2019/01/04 18:00 | Patrick Kypson v Martin Redlicki | 7-6,6-4 |
| ITF - Los Angeles - M25 | 2019/01/03 19:25 | Patrick Kypson v Peter Kobelt | 6-1,6-1 |
| ITF - Los Angeles - M25 | 2019/01/01 19:40 | Patrick Kypson v Felix Corwin | 7-5,6-3 |
| Challenger - Champaign | 2018/11/12 19:10 | Peter Polansky v Patrick Kypson | 7-5,6-2 |
| Challenger - Knoxville | 2018/11/05 15:00 | Patrick Kypson v Evan Song | 4-6,6-3,3-6 |
| Challenger - Knoxville | 2018/11/04 15:00 | Jack Draper v Patrick Kypson | 4-6,2-6 |
| ITF USA F28 | 2018/10/18 15:30 | Ryan Peniston v Patrick Kypson | 6-4,7-6 |
| ITF USA F28 | 2018/10/16 15:00 | Patrick Kypson v Joao Pedro Sorgi | 6-3,6-1 |
| Australian Open | 2019/01/09 00:50 | Donald Young v Enrique Lopez-Perez | 7-5,1-6,2-6 |
| Challenger - Noumea | 2019/01/05 02:00 | Noah Rubin v Donald Young | 6-2,6-3 |
| Challenger - Noumea | 2019/01/04 02:35 | Gleb Sakharov v Donald Young | 7-5,3-6,1-6 |
| Challenger - Noumea | 2019/01/02 23:30 | Donald Young v Rubin Statham | 7-5,6-1 |
| Challenger - Noumea | 2019/01/01 23:00 | Kimmer Coppejans v Donald Young | 6-3,1-6,6-7 |
| Challenger - Noumea | 2018/12/31 06:00 | Donald Young v Renzo Olivo | 7-6,6-3 |
| Challenger - Fairfield | 2018/10/09 18:55 | Donald Young v Lloyd Harris | 6-7,6-4,5-7 |
| Challenger - Cary | 2018/09/12 20:20 | Donald Young v Reilly Opelka | 1-6,6-7 |