Philipp Marx defeated Dustin Brown 6-2 6-4 in the Germany F8 round of 32 on clay. The upset overturned the form book — Dustin Brown came in leading the head-to-head 4–2. Philipp Marx narrowed the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-10-08 | Germany F19 | R32 | hard | Dustin Brown | 6-7(6) 6-4 7-5 |
| 2006-09-04 | Germany F15 | R16 | clay | Dustin Brown | 6-3 6-4 |
| 2004-10-04 | Germany 1 Satellite 3 | QF | carpet | Philipp Marx | 6-4 6-4 |
| 2003-10-20 | Jamaica F11 | R16 | hard | Philipp Marx | 4-6 6-4 6-4 |
| 2003-04-28 | Jamaica F3 | R16 | hard | Dustin Brown | 7-6(4) 6-2 |
| 2002-09-24 | Jamaica F15 | QF | hard | Dustin Brown | 5-7 7-6(6) 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.