Julien Cassaigne defeated Philip Gubenco 6-3 6-3 in the Jamaica F1 qualifying round on hard. The upset overturned the form book — Philip Gubenco came in leading the head-to-head 2–0. Julien Cassaigne claimed a first win over Philip Gubenco in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-11-03 | Venezuela 2 | R16 | hard | Philip Gubenco | 4-6 6-2 6-3 |
| 2000-06-26 | Canada F3 | R32 | hard | Philip Gubenco | 6-2 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.