
Jan Lennard Struff defeated Karen Khachanov 7-6 3-6 7-5 in the Paris Masters round of 32 on hard. The upset overturned the form book — Karen Khachanov came in ranked #26, leading the head-to-head 3–1, defending the title. Jan Lennard Struff narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-10-13 | Almaty | R16 | hard | Jan Lennard Struff | 4-6 7-6(5) 6-3 |
| 2022-07-18 | Hamburg | R32 | clay | Karen Khachanov | 3-6 6-3 7-6(2) |
| 2020-09-21 | Hamburg | R32 | clay | Karen Khachanov | 7-6(5) 4-6 7-5 |
| 2019-06-17 | Halle | R16 | grass | Karen Khachanov | 6-3 3-6 6-4 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Per-surface Serve / Return Rating (0–100, percentile within the hard field, opponent-adjusted over 52 weeks). About
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Struff J.: 7 days rest · 1 match, 34 games (7d) · Khachanov K.: 10 days rest · 3 matches (14d). Higher means fresher. About