Jo-Wilfried Tsonga defeated Jan Lennard Struff 6-4 6-4 in the Monte Carlo Masters round of 64 on clay. The result followed the form book — Jo-Wilfried Tsonga came in leading the head-to-head 3–1, defending last year's quarter-final. Jo-Wilfried Tsonga extended the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-10-28 | Paris Masters | R16 | hard | Jo-Wilfried Tsonga | 2-6 6-4 7-6(6) |
| 2019-08-05 | Canada Masters | R64 | hard | Jan Lennard Struff | 6-2 6-2 |
| 2016-05-23 | Roland Garros | R128 | clay | Jo-Wilfried Tsonga | 6-3 6-4 6-4 |
| 2014-02-17 | Marseille | SF | hard | Jo-Wilfried Tsonga | 7-6(4) 7-5 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.