Alan Mackin defeated Dmitri Sitak 6-3 6-2 in the Jamaica F13 semi-final on hard. The upset overturned the form book — Dmitri Sitak came in leading the head-to-head 1–0, but Alan Mackin had been the form player, winning 4 of their last 7 on hard. Alan Mackin claimed a first win over Dmitri Sitak in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-12-16 | Jamaica F22 | QF | hard | Dmitri Sitak | 6-4 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.