
Jan Lennard Struff defeated Grigor Dimitrov 4-6 6-3 6-2 in the Monte Carlo Masters round of 32 on clay. The result followed the form book — Jan Lennard Struff came in ranked #41, defending last year's round of 64. Jan Lennard Struff narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-03-20 | Miami Masters | R64 | hard | Grigor Dimitrov | 4-6 7-6(5) 6-4 |
| 2021-04-12 | Monte Carlo Masters | R64 | clay | Grigor Dimitrov | 6-3 6-4 |
| 2019-05-13 | Rome Masters | R64 | clay | Jan Lennard Struff | 6-4 6-7(5) 6-3 |
| 2019-04-15 | Monte Carlo Masters | R32 | clay | Grigor Dimitrov | 7-6(2) 6-4 |
| 2013-10-14 | Stockholm | R16 | hard | Grigor Dimitrov | 6-1 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 (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) · Dimitrov G.: 8 days rest · 4 matches (14d). Higher means fresher. About