Maxime Boye defeated Santiago Ventura 6-4 6-3 in the Portugal 3 Masters 2 qualifying round on carpet. The upset overturned the form book — Santiago Ventura came in leading the head-to-head 1–0. Maxime Boye claimed a first win over Santiago Ventura in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-05-27 | Morocco F2 | QF | clay | Santiago Ventura | 3-6 7-6(3) 7-6(6) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.