Jan Lennard Struff defeated Jo-Wilfried Tsonga 3-6 6-3 6-2 in the St. Petersburg quarter-final on carpet. The upset overturned the form book — Jo-Wilfried Tsonga came in leading the head-to-head 4–1. Jan Lennard Struff narrowed the head-to-head to 4–2.
| 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 |
| 2015-04-12 | Monte Carlo Masters | R64 | clay | Jo-Wilfried Tsonga | 6-4 6-4 |
| 2014-02-17 | Marseille | SF | hard | Jo-Wilfried Tsonga | 7-6(4) 7-5 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (200 vs 154). ATP, WTA & Challenger.