Julian Alonso defeated Andrea Gaudenzi 4-6 7-6 7-5 in the San Marino round of 16 on clay. The upset overturned the form book — Andrea Gaudenzi came in leading the head-to-head 3–0, defending last year's semi-final. Julian Alonso claimed a first win over Andrea Gaudenzi in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-09 | San Marino | QF | clay | Andrea Gaudenzi | 6-1 6-3 |
| 1998-07-27 | Kitzbuhel | R16 | clay | Andrea Gaudenzi | 5-7 6-2 6-4 |
| 1997-09-22 | Bucharest | R32 | clay | Andrea Gaudenzi | 6-1 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 (12 vs 105). ATP, WTA & Challenger.