Chris Groer defeated Paulo Taicher 6-4 6-4 in the Central America Masters 4 round of 16 on clay. The upset overturned the form book — Paulo Taicher came in leading the head-to-head 1–0. Chris Groer claimed a first win over Paulo Taicher in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-01-23 | Central America Masters 3 | R32 | clay | Paulo Taicher | 4-6 6-4 6-4 |