Thomas Messmer defeated Radim Zitko 6-7 6-3 6-1 in the India 2 Masters 3 round of 16 on hard. The upset overturned the form book — Radim Zitko came in leading the head-to-head 1–0. Thomas Messmer claimed a first win over Radim Zitko in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-16 | India 2 Masters 4 | F | hard | Radim Zitko | 4-6 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.