Jamie Baker defeated Tyler Cleveland 6-7 7-6 7-6 in the USA F19 round of 16 on hard. The upset overturned the form book — Tyler Cleveland came in leading the head-to-head 1–0, but Jamie Baker had been the form player, winning 2 of their last 4 on hard. Jamie Baker claimed a first win over Tyler Cleveland in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-07-11 | USA F17 | R32 | clay | Tyler Cleveland | 7-5 5-7 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.