| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2022-04-04 | Houston | F | clay | Reilly Opelka | 6-3 7-6(7) |
| 2022-02-07 | Dallas | SF | hard | Reilly Opelka | 7-6(7) 7-6(22) |
| 2019-07-22 | Atlanta | R16 | hard | Reilly Opelka | 7-6(2) 6-7(5) 7-6(5) |
| 2019-02-11 | New York | SF | hard | Reilly Opelka | 6-7(8) 7-6(14) 7-6(4) |
| 2019-01-14 | Australian Open | R128 | hard | Reilly Opelka | 7-6(4) 7-6(6) 6-7(4) 7-6(5) |
Averages from each player's recent completed matches (20 vs 19). ATP, WTA & Challenger.