

Tommy Paul defeated Jannik Sinner 6-3 3-6 6-3 in the Eastbourne round of 16 on grass. The upset overturned the form book — Jannik Sinner came in ranked #1, leading the head-to-head 4–0. Tommy Paul claimed a first win over Jannik Sinner in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-05-07 | Rome Masters | SF | clay | Jannik Sinner | 1-6 6-0 6-3 |
| 2024-08-26 | US Open | R16 | hard | Jannik Sinner | 7-6 7-6 6-1 |
| 2023-08-07 | Canada Masters | SF | hard | Jannik Sinner | 6-4 6-4 |
| 2022-05-02 | Madrid Masters | R64 | clay | Jannik Sinner | 6-7 7-6 6-3 |
Averages over each player's completed matches in the selected window (199 vs 200). ATP, WTA & Challenger.
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 grass field, opponent-adjusted over 52 weeks). About