Charles Oakley at a Glance
- Categories: Athletes, Athletes > NBA Players
- Net Worth: $12 Million
- Birthdate: Dec 18, 1963 (60 years old)
- Birthplace: Cleveland
- Gender: Male
- Profession: Basketball player, Coach
- Nationality: United States of America
Charles Oakley’s Net Worth: A Look at His Career, Controversies, and Legacy
Introduction: Charles Oakley’s Journey
Charles Oakley, a name synonymous with toughness, grit, and unwavering loyalty, carved a significant niche in the National Basketball Association (NBA). While not always the flashiest player, Oakley’s impact was undeniable. This in-depth article dives into the life, career, net worth, and controversies surrounding this prominent basketball figure. We’ll explore his journey from college standout to NBA enforcer, examining his earnings, key career moments, and the legacy he left behind.
Early Life and Collegiate Career
Born on December 18, 1963, in Cleveland, Ohio, Charles Oakley’s basketball journey began long before the NBA spotlight. He honed his skills at John Hay High School before moving on to Virginia Union University in Richmond, Virginia. His college career was marked by dominance and achievement. During his senior year, Oakley led Virginia Union to an impressive 31-1 record, culminating in the 1985 CIAA championship. His outstanding performance earned him the NCAA Division II Player of the Year title, solidifying his status as a top prospect. He finished his collegiate career with an impressive 2,379 points and 1,642 rebounds, showcasing his scoring ability and tenacity on the boards.
NBA Career: The Chicago Bulls Era
The 1985 NBA draft marked the beginning of Oakley’s professional career. Drafted by the Cleveland Cavaliers, his rights were quickly traded to the Chicago Bulls. This proved to be a pivotal moment, as he joined a team that was on the cusp of greatness, led by a young and electrifying Michael Jordan. Oakley quickly established himself as the team’s enforcer, known for his physical play, rebounding prowess, and ability to protect Jordan from opponents’ rough tactics. This role was crucial in setting the tone for the team’s success and allowing Jordan to flourish. Oakley’s scoring ability was also noteworthy; he once scored a career-high 35 points in a game against the Milwaukee Bucks. During his first stint with the Bulls, Oakley provided the toughness and rebounding that formed the foundation for future success.
Dominance in New York: The Knicks Years
In 1988, Oakley was traded to the New York Knicks, where he truly cemented his reputation as one of the league’s premier power forwards. He became an integral part of the Knicks’ core, alongside stars like Patrick Ewing, Anthony Mason, Mark Jackson, and John Starks. Oakley’s defensive intensity and rebounding skills made him a fan favorite, and he became known for his unwavering commitment to the team. His best season arguably came in 1993-94, when the Knicks won the Atlantic Division and advanced to the NBA Finals against the Houston Rockets. Although the Knicks ultimately lost in a hard-fought seven-game series, the season highlighted Oakley’s importance to the team. He set a record with 107 starts, including a record 25 playoff games. During his tenure with the Knicks, Oakley helped create a defensive-minded team that was always a contender. His consistent performance and leadership solidified his status as a Knicks legend.
Later NBA Stints: Toronto, Chicago Again, and Washington
After a decade with the Knicks, Oakley was traded to the Toronto Raptors in 1998. As a veteran presence, he provided leadership to a young team featuring future stars like Tracy McGrady and Vince Carter. In early 2001, Oakley showcased his versatility by recording a career-high six blocks and came close to a triple-double with 12 points, 10 rebounds, and seven assists. In 2001, he returned to the Chicago Bulls for a single season, adding veteran leadership to his original team. Finally, in 2002, he signed as a free agent with the Washington Wizards, reuniting with his former Bulls teammate, Michael Jordan. His final NBA season with the Wizards provided a fitting end to his career, showcasing his lasting impact on the game.
Career Earnings and Contracts
Throughout his 19-year NBA career, Charles Oakley earned approximately $43.6 million from his contracts. His highest-earning season was the 2000-2001 season with the Toronto Raptors, where he earned $8.75 million. His first NBA contract with the Chicago Bulls in 1985 earned him $75,000 in his rookie season. His financial success reflects his long and productive career and the value he brought to each team he played for.
Post-Retirement Ventures and Coaching Career
After retiring from the NBA, Charles Oakley remained involved in basketball and expanded his business ventures. In late 2010, he served as an assistant coach for the Charlotte Bobcats for a year, sharing his basketball knowledge with the next generation. He later took on a head coaching role with the BIG3’s Killer 3s in 2017. On the business front, Oakley has shown entrepreneurial spirit. In his hometown of Cleveland, he owns Hair Solutions and Nails EtCetera salons, as well as Oakley’s Wash House, a combination car wash and Laundromat, all family-run businesses. He also owns a chain of car wash, oil change, and detailing centers in New York. These ventures demonstrate Oakley’s ability to adapt and succeed beyond the basketball court.
Controversies and Personal Life
Despite his on-court successes, Oakley has faced controversies, particularly involving the New York Knicks. In February 2017, he was involved in an altercation with Knicks owner James Dolan at Madison Square Garden, which resulted in his removal from the arena and arrest. This incident led to a strained relationship between Oakley and the Knicks organization. In his personal life, Oakley married Angela Reed in the summer of 2016. That same year, he was inducted into the Virginia Sports Hall of Fame and Museum, recognizing his significant contributions to the sport. These events showcase the complex facets of his life, both inside and outside of basketball.

Alberto E. Rodriguez/Getty Images
Charles Oakley’s Enduring Legacy
Charles Oakley’s legacy extends beyond his statistics and accolades. He is remembered as a player who consistently gave his all, embodying toughness and grit. His contributions to the Bulls and Knicks, as well as his later stints with the Raptors and Wizards, have left a lasting impact on the NBA. Though controversies have followed him, Oakley’s impact on the game remains undeniable. He proved that hard work and dedication can take a player far. Charles Oakley’s career serves as an inspiration to aspiring basketball players around the world, showcasing that the greatest success often comes from the players who give the most, both on and off the court.
Career Earnings
Source / Title | Amount |
---|---|
Washington Wizards (2002-03) | $1 Million |
Chicago Bulls (2001-02) | $6.5 Million |
Toronto Raptors (2000-01) | $5.8 Million |
Toronto Raptors (1999-00) | $5.2 Million |
Toronto Raptors (1998-99) | $10.2 Million |
New York Knicks (1997-98) | $2.9 Million |
New York Knicks (1996-97) | $2.6 Million |
New York Knicks (1995-96) | $2.4 Million |
New York Knicks (1994-95) | $2.2 Million |
New York Knicks (1993-94) | $2 Million |
New York Knicks (1992-93) | $1.1 Million |
New York Knicks (1991-92) | $1.1 Million |
New York Knicks (1990-91) | $1.1 Million |
New York Knicks (1988-89) | $1 Million |
Chicago Bulls (1987-88) | $465 Thousand |
Chicago Bulls (1985-86) | $225 Thousand |
Total Earnings | $45.6 Million |