Denis Istomin defeated Dustin Brown 6-3 6-1 in the Gstaad round of 16 on clay. The upset overturned the form book — Dustin Brown came in leading the head-to-head 3–2, defending last year's semi-final. Denis Istomin narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-06-08 | Stuttgart | Q16 | grass | Dustin Brown | 7-5 6-4 |
| 2019-05-27 | Roland Garros | Q1 | clay | Dustin Brown | 7-6 6-1 |
| 2019-05-20 | Roland Garros | Q128 | clay | Dustin Brown | 7-6(5) 6-1 |
| 2010-06-09 | London | R32 | carpet | Denis Istomin | 7-6(7) 6-4 |
| 2010-06-07 | Queen's Club | R32 | grass | Denis Istomin | 7-6 6-4 |
Averages over each player's completed matches in the selected window (200 vs 164). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About