
Marin Cilic defeated Jan Lennard Struff 4-6 6-3 6-4 in the Madrid Masters round of 32 on clay. The upset overturned the form book — Jan Lennard Struff came in ranked #41, leading the head-to-head 3–1, defending last year's round of 32. Marin Cilic narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2024-01-01 | Hong Kong | R32 | hard | Jan Lennard Struff | 3-6 7-6(4) 7-6(7) |
| 2019-05-13 | Rome Masters | R32 | clay | Jan Lennard Struff | 6-2 6-3 |
| 2018-10-01 | Tokyo | R32 | hard | Jan Lennard Struff | 3-6 6-4 7-6(1) |
| 2014-01-06 | Sydney | R32 | hard | Marin Cilic | 3-6 6-3 6-3 |
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 (199 vs 200). ATP, WTA & Challenger.