Blu Baker defeated Juan Manuel Benitez Chavarriaga 6-7 6-2 6-0 in the M15 Naples 2 quarter-final on clay. The upset overturned the form book — Juan Manuel Benitez Chavarriaga came in leading the head-to-head 2–0, but Blu Baker had been the form player, winning 4 of their last 5 on clay. Blu Baker claimed a first win over Juan Manuel Benitez Chavarriaga in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-10-20 | M15 Vero Beach 1 | R32 | clay | Juan Manuel Benitez Chavarriaga | 6-3 6-1 |
| 2021-10-12 | M15 Naples 2 | Q16 | clay | Juan Manuel Benitez Chavarriaga | 2-6 6-4 11-9 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.