Henrique Costanzi De Brito defeated Enzo Crevelaro 6-3 1-6 12-10 in the M25 Sao Paulo 1 q16 on clay. The upset overturned the form book — Enzo Crevelaro came in leading the head-to-head 1–0, but Henrique Costanzi De Brito had been the form player, winning 2 of their last 6 on clay. Henrique Costanzi De Brito claimed a first win over Enzo Crevelaro in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2024-03-17 | M25 Maceio 1 | Q32 | clay | Enzo Crevelaro | 7-6(2) 6-2 |