Jamie Delgado defeated Oliver Freelove 6-3 6-3 in the London q64 on carpet. The result followed the form book — Jamie Delgado came in leading the head-to-head 1–0. Jamie Delgado extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-19 | Nottingham | Q16 | grass | Jamie Delgado | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.