Copa Mundial de Béisbol
Naylor attended St. Joan of Arc Catholic Secondary School in Mississauga, Ontario. He made the Canadian junior national baseball team at the age of 15, winning the silver medal at the Under-18 Baseball World Cup held in South Korea in 2012. He won the bronze medal at the 2014 Under-18 Baseball World Cup, and competed in the 2015 Under-18 Baseball World Cup.