Leonardo Olguin advanced when Antonio Couvert retired 6-7 6-1 3-0 in the Argentina 2 Masters 1 qualifying round. Leonardo Olguin extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-10-04 | Argentina 2 Masters 3 | R16 | clay | Antonio Couvert | 6-3 6-1 |
| 1996-08-03 | Argentina 1 Masters 2 | R16 | clay | Leonardo Olguin | 7-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.