|
| QF | 2021 Champaign Challenger | Hard | L | Yosuke Watanuki | 6-2 6-1 | [H2H] |
| R16 | 2021 Champaign Challenger | Hard | W | Pedja Krstin | 4-6 6-0 6-1 | [H2H] |
| R32 | 2021 Champaign Challenger | Hard | W | Blaz Rola | 3-6 6-4 6-4 | [H2H] |
|
| F | 2021 Champaign Challenger | Hard | W | Hunter Heck | 6-3 6-3 | [H2H] |
| QF | 2021 Champaign Challenger | Hard | W | Govind Nanda | 6-4 6-4 | [H2H] |
|
| QF | 2021 M15 Tallahassee, Wk. 43 | Hard | L | Vasil Kirkov | 7-6(3) 2-6 6-3 | [H2H] |
| R16 | 2021 M15 Tallahassee, Wk. 43 | Hard | W | Duarte Vale | 6-3 3-6 6-3 | [H2H] |
| R32 | 2021 M15 Tallahassee, Wk. 43 | Hard | W | Thomas Fancutt | 6-1 7-5 | [H2H] |
|
| QF | 2021 M15 Vero Beach, Wk. 42 | Clay | L | Liam Draxl | 6-1 6-7(3) 6-4 | [H2H] |
| R16 | 2021 M15 Vero Beach, Wk. 42 | Clay | W | Blaise Bicknell | 3-6 6-1 6-2 | [H2H] |
| R32 | 2021 M15 Vero Beach, Wk. 42 | Clay | W | Bruno Kuzuhara | 7-5 7-6(9) | [H2H] |
|
| SF | 2021 US Open | Hard | L | Botic Van De Zandschulp | 3-6 7-5 6-4 | [H2H] |
| QF | 2021 US Open | Hard | W | Michael Mmoh | 7-6(3) 7-6(5) | [H2H] |
|
| F | 2021 M25 Champaign, Wk. 30 | Hard | W | Gijs Brouwer | 7-6(4) 6-3 | [H2H] |
| SF | 2021 M25 Champaign, Wk. 30 | Hard | W | Yu Hsiou Hsu | 6-4 6-1 | [H2H] |
| QF | 2021 M25 Champaign, Wk. 30 | Hard | W | Paul Jubb | 6-1 6-2 | [H2H] |
| R16 | 2021 M25 Champaign, Wk. 30 | Hard | W | Christian Langmo | 6-4 6-4 | [H2H] |
| R32 | 2021 M25 Champaign, Wk. 30 | Hard | W | Yunseong Chung | 7-5 6-0 | [H2H] |
|
| R16 | 2021 M15 Weston, Wk. 26 | Clay | L | Stefan Kozlov | 7-5 6-1 | [H2H] |
| R32 | 2021 M15 Weston, Wk. 26 | Clay | W | Khololwam Montsi | 4-6 6-2 3-1 ret. | [H2H] |
|
| F | 2021 M15 Weston, Wk. 26 | Clay | W | Ronald Hohmann | 6-3 6-2 | [H2H] |
| QF | 2021 M15 Weston, Wk. 26 | Clay | W | Mwendwa Mbithi | 6-4 7-6(3) | [H2H] |
|
| R32 | 2021 M15 Champaign, Wk. 25 | Hard | L | Khololwam Montsi | 6-4 4-6 7-5 | [H2H] |
