Sule Ladipo defeated Doug Flach 6-0 3-6 6-1 in the USA 2 Masters 3 qualifying round on clay. The upset overturned the form book — Doug Flach came in leading the head-to-head 1–0. Sule Ladipo claimed a first win over Doug Flach in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-05-17 | USA 2 Masters 4 | F | clay | Doug Flach | 6-1 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.