Julien Jeanpierre defeated Kentaro Masuda 6-1 6-7 6-3 in the Spain 6 Masters 3 round of 32 on clay. The upset overturned the form book — Kentaro Masuda came in leading the head-to-head 1–0. Julien Jeanpierre claimed a first win over Kentaro Masuda in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-26 | Spain F4 | R32 | clay | Kentaro Masuda | 4-6 6-3 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.