Zack Fleishman defeated Brandon Kramer 2-6 6-1 6-0 in the Los Angeles qualifying round of 16 on hard. The result followed the form book — Zack Fleishman came in leading the head-to-head 1–0. Zack Fleishman extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-08 | USA F18 | R16 | hard | Zack Fleishman | 6-1 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.