Andrew Florent defeated Jamie Holmes 7-5 6-2 in the Australia 2 Masters 2 round of 32 on hard. The upset overturned the form book — Jamie Holmes came in leading the head-to-head 2–0. Andrew Florent claimed a first win over Jamie Holmes in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-10-07 | Australia 3 Masters 1 | R32 | clay | Jamie Holmes | 6-3 5-7 6-1 |
| 1991-02-10 | Australia 1 Masters 1 | R32 | carpet | Jamie Holmes | 6-4 6-2 |