Wesley Whitehouse defeated Tyler Cleveland 6-1 6-7 6-2 in the USA F8 round of 16 on hard. Wesley Whitehouse extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-07-28 | Washington | Q16 | hard | Wesley Whitehouse | 7-6(6) 1-6 7-6(4) |
| 2007-02-26 | USA F5 | QF | hard | Tyler Cleveland | 7-6(4) 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.