Diego Ayala defeated Ajay Ramaswami 6-7 6-3 7-6 in the Canada F2 round of 16 on hard. The upset overturned the form book — Ajay Ramaswami came in leading the head-to-head 1–0. Diego Ayala claimed a first win over Ajay Ramaswami in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-06-10 | Canada F1 | R32 | hard | Ajay Ramaswami | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.