Joao Souza advanced when Juan Pablo Villar retired 6-4 2-0 in the Brazil F25 final. Joao Souza narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-11-17 | Brazil F29 | SF | clay | Joao Souza | 7-6(3) 6-3 |
| 2007-11-26 | Brazil F24 | F | clay | Joao Souza | 6-1 6-2 |
| 2007-06-11 | Argentina F8 | QF | clay | Juan Pablo Villar | 6-2 4-6 6-2 |
| 2006-10-30 | Brazil F17 | F | clay | Juan Pablo Villar | 7-6(5) 7-6(6) |
| 2006-10-23 | Brazil F16 | QF | clay | Juan Pablo Villar | 7-5 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.