| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2018-08-27 | US Open | R64 | hard | Kei Nishikori | 6-2 5-4 RET |
| 2017-08-07 | Canada Masters | R32 | hard | Gael Monfils | 6-7(4) 7-5 7-6(6) |
| 2016-08-08 | Rio Olympics | QF | hard | Kei Nishikori | 7-6(4) 4-6 7-6(6) |
| 2014-06-09 | Halle | R16 | grass | Kei Nishikori | 6-1 3-6 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.