Robert Kendrick defeated Wade Mcguire 6-2 6-1 in the USA F9 qualifying round on hard. The upset overturned the form book — Wade Mcguire came in leading the head-to-head 1–0. Robert Kendrick claimed a first win over Wade Mcguire in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-28 | USA F9 | R16 | hard | Wade Mcguire | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.