Tomas Almeida defeated Tiago Boschmans 6-4 3-6 10-8 in the M25 Sintra 1 q64 on hard. The upset overturned the form book — Tiago Boschmans came in leading the head-to-head 1–0, but Tomas Almeida had been the form player, winning 3 of their last 6 on hard. Tomas Almeida claimed a first win over Tiago Boschmans in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-11-19 | M25 Vale do Lobo 2 | Q32 | hard | Tiago Boschmans | 4-6 7-5 10-5 |