| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-08-07 | Cincinnati Masters | R64 | hard | Reilly Opelka | 7-6(6) 6-4 |
| 2022-06-13 | Queen's Club | R32 | grass | Alex De Minaur | 6-4 6-4 |
| 2019-08-12 | Cincinnati Masters | R32 | hard | Alex De Minaur | 7-6(3) 6-4 |
| 2019-07-22 | Atlanta | SF | hard | Alex De Minaur | 7-6(4) 6-7(5) 6-3 |
| 2019-01-07 | Sydney | R16 | hard | Alex De Minaur | 6-4 7-6(5) |
Averages from each player's recent completed matches (20 vs 19). ATP, WTA & Challenger.