Vasek Pospisil advanced when Gilles Simon retired 6-3 1-1 in the Cincinnati Masters round of 64. Vasek Pospisil claimed a first win over Gilles Simon in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2016-03-07 | Indian Wells Masters | R64 | hard | Gilles Simon | 1-6 6-0 6-1 |
| 2016-03-04 | Davis Cup WG R1: CAN vs FRA | RR | clay | Gilles Simon | 7-5 6-3 6-3 |
| 2016-01-18 | Australian Open | R128 | hard | Gilles Simon | 6-7(4) 6-3 6-2 6-4 |
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