Jose Ayala defeated Malcolm Allen 6-3 5-7 6-4 in the Canada Masters 3 qualifying round on clay. The upset overturned the form book — Malcolm Allen came in leading the head-to-head 1–0. Jose Ayala claimed a first win over Malcolm Allen in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-06-08 | Canada Masters 4 | R16 | clay | Malcolm Allen | 6-1 6-1 |