Zack Fleishman defeated Nicolas Todero 6-1 7-5 in the US Open q128 on hard. The upset overturned the form book — Nicolas Todero came in leading the head-to-head 1–0. Zack Fleishman claimed a first win over Nicolas Todero in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-18 | USA F15 | R32 | hard | Nicolas Todero | 1-6 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.