Gustavo Tedesco defeated Caio Gruber 4-6 6-4 10-5 in the M15 Ibague 1 q16 on clay. The upset overturned the form book — Caio Gruber came in leading the head-to-head 1–0, but Gustavo Tedesco had been the form player, winning 2 of their last 5 on clay. Gustavo Tedesco claimed a first win over Caio Gruber in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-10-18 | M25 Rio do Sul 1 | Q16 | clay | Caio Gruber | 6-3 6-3 |