Zack Fleishman defeated Michael Jessup 6-3 6-2 in the San Jose qualifying round on hard. The result followed the form book — Zack Fleishman came in leading the head-to-head 1–0, defending last year's round of 16. Zack Fleishman extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-06-11 | USA F15 | QF | hard | Zack Fleishman | 6-4 1-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.