Alexandr Dolgopolov defeated Grigor Dimitrov 6-4 1-6 7-6 in the Winston-Salem round of 16 on hard. The upset overturned the form book — Grigor Dimitrov came in leading the head-to-head 4–0. Alexandr Dolgopolov claimed a first win over Grigor Dimitrov in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2016-01-11 | Sydney | QF | hard | Grigor Dimitrov | 4-6 6-3 6-4 |
| 2015-08-10 | Canada Masters | R64 | hard | Grigor Dimitrov | 6-4 7-5 |
| 2014-06-23 | Wimbledon | R32 | grass | Grigor Dimitrov | 6-7(3) 6-4 2-6 6-4 6-1 |
| 2013-10-21 | Basel | R16 | hard | Grigor Dimitrov | 6-3 6-2 |
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
Dimitrov G.: 6 days rest · 1 match, 54 games (7d). Higher means fresher. About