Rik De Voest defeated Oliver Freelove 7-6 6-4 in the India F3 round of 32 on hard. The upset overturned the form book — Oliver Freelove came in leading the head-to-head 1–0, but Rik De Voest had been the form player, winning 5 of their last 10 on hard. Rik De Voest claimed a first win over Oliver Freelove in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-01-08 | India F1 | R32 | clay | Oliver Freelove | 6-2 3-6 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.