Stadium: Stadium Round: 14 Ground: Hardcourt outdoor
| ITF M15 Weston | 2021/07/04 15:00 | Gonzalo Villanueva v Liam Draxl | 4-6,6-3,3-6 |
| ITF M15 Weston | 2021/07/02 19:40 | Liam Draxl v Jesse Witten | 6-4,6-2 |
| ITF M25 Weston | 2021/06/28 19:00 | Liam Draxl v Boris Arias | 6-3,6-2 |
| Challenger Cleveland | 2021/03/17 16:40 | Michael Redlicki v Liam Draxl | 6-3,6-3 |
| Challenger Cleveland | 2021/03/15 19:05 | Liam Draxl v Roberto Quiroz | 7-6,6-4 |
| ATP Delray Beach | 2021/01/05 20:35 | Goncalo Oliveira v Liam Draxl | 3-6,6-3,6-2 |
| ITF M15 Fayetteville | 2020/11/07 16:20 | Liam Draxl v Roberto Quiroz | 5-7,6-2,3-6 |
| ITF M15 Fayetteville | 2020/11/06 16:00 | Liam Draxl v Charles Broom | 6-2,6-4 |
| ATP Newport | 2021/07/12 16:00 | Alex Bolt v Ryan Harrison | 6-0,6-7,7-5 |
| ATP Newport | 2021/07/11 16:45 | Ryan Harrison v Christopher Eubanks | 7-6,6-7,7-6 |
| ITF M15 Weston | 2021/07/04 15:00 | Ryan Harrison v Stefan Kozlov | 7-5,3-6,3-6 |
| ITF M15 Weston | 2021/07/03 18:00 | Gerardo L Villasenor v Ryan Harrison | 1-6,4-6 |
| ITF M15 Weston | 2021/07/02 21:10 | Ryan Harrison v Nicolas Mejia | 6-3,6-4 |
| ITF M15 Weston | 2021/07/01 13:00 | Ryan Harrison v Tom Jomby | 6-2,6-2 |
| Challenger Orlando | 2021/06/06 14:00 | Ryan Harrison v Nick Chappell | 2-6,6-7 |
| Challenger Little Rock | 2021/05/31 21:00 | Goncalo Oliveira v Ryan Harrison | 7-5,7-6 |