Adan Freire Da Silva defeated Martim Simoes 3-6 6-1 11-9 in the M25 Sintra 2 q16 on hard. The result followed the form book — Adan Freire Da Silva came in leading the head-to-head 1–0. Adan Freire Da Silva extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-11-02 | M15 Quinta Do Lago 1 | Q64 | hard | Adan Freire Da Silva | 6-2 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.