Matthew Roberts advanced when Adam El Mihdawy retired 2-0 in the USA F11 qualifying round. Matthew Roberts extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-04-14 | USA F8 | QF | hard | Matthew Roberts | 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.