Jacob Adaktusson defeated Ryan Russell 6-0 6-2 in the Jamaica F1 round of 32 on hard. Jacob Adaktusson extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-11-03 | Jamaica F13 | R32 | hard | Jacob Adaktusson | 6-2 6-3 |
| 2002-06-10 | Jamaica F8 | R16 | hard | Ryan Russell | 7-5 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.