Jose Acasuso defeated Emiliano Redondi 6-4 7-5 in the Argentina 2 Masters 4 qualifying round on clay. The result followed the form book — Jose Acasuso came in leading the head-to-head 1–0. Jose Acasuso extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-29 | Argentina 1 Masters 1 | R16 | clay | Jose Acasuso | 6-4 2-6 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.