Coenie Van Wyk defeated Tripp Phillips 5-7 7-6 7-6 in the USA F24 round of 16 on hard. The upset overturned the form book — Tripp Phillips came in leading the head-to-head 2–0. Coenie Van Wyk claimed a first win over Tripp Phillips in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-16 | South Africa 1 | R16 | hard | Tripp Phillips | 6-1 4-0 |
| 2000-10-16 | South Africa 4 | R32 | hard | Tripp Phillips | 7-5 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.