Osvaldo attended a small French High School in Gloucester, Ontario called Samuel Genest. In the early years, his school’s fledgling basketball team would play division 2 where they would win the city championships twice. In Osvaldo’s grade 12 year, Samuel Genest would play division 1 and finish undefeated in the regular season only to fall in the playoffs to St Patrick’s high school.
During his last year at Samuel Genest, Osvaldo achieved his goal of leading the team to win the city championship and qualify for The Ontario Federation of School Athletic Associations (OFSAA) championships. Throughout his high school career, he also won a Midget Developmental Program championship, played with the under 19 Ontario provincial team, and was selected to attend the Nike All-Canada Camp—a ‘by invitation only’ training camp where only the top players in a respected sport from across Canada are invited to attend.