Michael Hill defeated Damien Roberts 6-2 6-2 in the Ireland F1 semi-final on carpet. The upset overturned the form book — Damien Roberts came in leading the head-to-head 1–0. Michael Hill claimed a first win over Damien Roberts in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-07-28 | Great Britain 3 Masters 2 | R16 | grass | Damien Roberts | 6-3 1-6 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.