Mike Mather defeated Simon Larose 6-3 4-6 6-4 in the USA 3 Masters 4 round of 32 on hard. The upset overturned the form book — Simon Larose came in leading the head-to-head 1–0, but Mike Mather had been the form player, winning 3 of their last 5 on hard. Mike Mather claimed a first win over Simon Larose in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-28 | Canada F3 | R16 | hard | Simon Larose | 7-5 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.