Afonso Portugal defeated Raphael Calzi 6-3 6-3 in the M25 Portimao 1 q64 on hard. The upset overturned the form book — Raphael Calzi came in leading the head-to-head 1–0. Afonso Portugal claimed a first win over Raphael Calzi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2024-02-13 | M25 Vila Real de Santo Antonio 1 | Q32 | hard | Raphael Calzi | 6-2 1-6 10-7 |