Ivan Endara defeated Raleigh Smith 6-1 6-3 in the Mexico F2 round of 32 on hard. The upset overturned the form book — Raleigh Smith came in leading the head-to-head 2–1, but Ivan Endara had been the form player, winning 3 of their last 6 on hard. Ivan Endara narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2016-10-24 | Ecuador F3 | R16 | clay | Raleigh Smith | 6-4 6-2 |
| 2016-10-10 | Ecuador F1 | QF | clay | Ivan Endara | 6-3 6-4 |
| 2016-05-09 | Mexico F2 | QF | hard | Raleigh Smith | 6-1 4-2 |
Averages over each player's completed matches in the selected window (40 vs 1). 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. Small sample — read as indicative. About