Mark Philippoussis defeated Marcelo Rios 6-7 6-4 7-6 in the Cincinnati Masters round of 32 on hard. The upset overturned the form book — Marcelo Rios came in leading the head-to-head 2–1. Mark Philippoussis narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-04-19 | Monte Carlo Masters | QF | clay | Marcelo Rios | 6-2 6-7(2) 6-4 |
| 1998-09-28 | Grand Slam Cup | SF | carpet | Marcelo Rios | 7-6(4) 6-3 6-4 |
| 1998-02-16 | Memphis | SF | hard | Mark Philippoussis | 6-4 7-6(5) |
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 165). ATP, WTA & Challenger.