David Novak defeated Dustin Brown 6-7 6-4 7-5 in the Germany F16 round of 16 on clay. The upset overturned the form book — Dustin Brown came in leading the head-to-head 1–0. David Novak claimed a first win over Dustin Brown in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-03-31 | Turkey F3 | R16 | clay | Dustin Brown | 6-1 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.