Peter Clarke defeated Zack Fleishman 7-6 7-5 in the USA F15 semi-final on hard. The upset overturned the form book — Zack Fleishman came in leading the head-to-head 1–0. Peter Clarke claimed a first win over Zack Fleishman in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-21 | USA F8 | R64 | hard | Zack Fleishman | 6-4 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.