| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2022-01-17 | Australian Open | R64 | hard | Reilly Opelka | 6-4 6-3 7-6(4) |
| 2021-06-28 | Wimbledon | R128 | grass | Dominik Koepfer | 6-4 7-6(3) 6-2 |
| 2019-08-26 | US Open | R64 | hard | Dominik Koepfer | 6-4 6-4 7-6(2) |
| 2019-02-04 | Dallas CH | QF | hard | Reilly Opelka | 7-6(9) 3-6 7-6(12) |
| 2018-09-10 | Cary CH | QF | hard | Reilly Opelka | 7-6(4) 6-4 |
| 2018-09-03 | Chicago CH | SF | hard | Reilly Opelka | 6-3 7-6(3) |
Averages from each player's recent completed matches (20 vs 19). ATP, WTA & Challenger.