Charles Oakley's journey from Cleveland's John Hay High School to NBA stardom exemplifies dedication and dominance on the basketball court. After starring at Virginia Union University in Richmond, Virginia, from 1981-85, Oakley earned NCAA Division II Player of the Year honors in 1985, averaging an impressive 24.3 points and 17.3 rebounds per game. His exceptional college performance led to his selection as the 9th overall pick by the Cleveland Cavaliers in the 1985 NBA Draft.

Oakley's professional career spanned 19 seasons with the Chicago Bulls, New York Knicks, Toronto Raptors, Washington Wizards, and Houston Rockets. Known for his relentless work ethic and physical style of play, he became one of the NBA's premier rebounders and defenders. Between 1987 and 1994, Oakley placed in the top ten in rebounds per game five times, finishing second in both 1987 and 1988. His remarkable durability was evident as he played all 82 games in all but one of those seasons.

Oakley's consistency translated into exceptional career achievements. He led the NBA in total rebounds twice (1987 and 1988) and finished in the top ten in total rebounds six times. In 1994, his outstanding play earned him NBA All-Star honors and selection to the All-Defense 1st Team. By the end of his career, Oakley had compiled remarkable longevity statistics, ranking 25th all-time in games played with 1,282 and 22nd all-time in career rebounds with 12,205. His combination of toughness, skill, and durability made him one of basketball's most respected players.