Santiago Ventura defeated Sergio Roitman 7-5 6-2 in the Estoril round of 32 on clay. The result followed the form book — Santiago Ventura came in leading the head-to-head 1–0. Santiago Ventura extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-01-28 | Vina del Mar | R16 | clay | Santiago Ventura | 4-6 6-3 7-6(4) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.