Zack Fleishman defeated Cary Franklin 6-3 7-5 in the Mexico F5 round of 16 on hard. The result followed the form book — Zack Fleishman came in leading the head-to-head 2–0. Zack Fleishman extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-05 | USA F10 | R32 | hard | Zack Fleishman | 3-6 6-3 7-6 |
| 1999-06-21 | USA F8 | R16 | hard | Zack Fleishman | 2-6 7-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.