In more recent years, Oakley has been in the news for his ongoing dispute with Knicks owner James Dolan, who once forcibly kicked him out of Madison Square Garden, leading Oakley to file a civil lawsuit. The Knicks never won a championship, but no one forgot Oakley as he played his last days above the border in Canada, still pushing and shoving players like a big kid on a playground. When he got traded to the Knicks, his star exploded in New York as the face of a famously physical roster built by Pat Riley. There was Oakley on Michael Jordan’s Bulls teams, duking it out without anyone who misstepped on a nightly basis. Oakley’s willingness to stand up for himself and his team – he says he’s nowhere near a bully, but won’t be pushed around – made him one of the biggest fan favorites of the nineties era of hoops. In his NBA career with Michael Jordan’s Bulls, Pat Riley’s Knicks and Vince Carter’s Raptors, Oakley was both a terror on the boards and the ultimate protector of his teammates, and now he’s published a memoir, The Last Enforcer, whose title speaks for itself. And this is the best compliment you could possibly give him. In September 2016, a section of Deering Street in Cleveland was named the ‘Charles Oakley Way’ to honor him.Charles Oakley is truly a bad man.As an entrepreneur, post-retirement, he had started several commercial ventures including Hair Solutions and Nails EtCetera in Cleveland Oakley’s (car wash, oil change, and detail centers) in Brooklyn and Yonkers, New York Oakley’s Wash House (car wash and laundromat) in Cleveland and Red, The Steakhouse (restaurants) in Cleveland and Miami.During the 1994 NBA season, representing the New York Knicks, he had started every regular season and playoff game for the team creating a record for ‘Most Starts (107) in a Single NBA Season’.However, his draft rights were later traded to the Chicago Bulls. His performances had led him to be picked in the 1st round of the 1985 NBA draft by the Cleveland Cavaliers. ![]() His performances had helped the team achieve a remarkable 31-1 record over the season and he was named the NCAA (National Collegiate Athletic Association) ‘Division II Player of the Year’. Charles, in his senior year of college (1984–85), had led Virginia Union University’s team, The Panthers, to the 1985 CIAA (Central Intercollegiate Athletic Association) championship.Hair ColorĬharles Oakley as seen in an Instagram Post in December 2019 (Charles Oakley / Instagram) Charles Oakley Facts He had then joined the Virginia Union University, a private historically black university in Richmond, Virginia, in 1981. NationalityĬharles had attended the John Hay High School, a public school in his hometown of Cleveland. He splits his time between New York, United States, and Cleveland, Cuyahoga County, Ohio, United States. Oak Tree, Chairman of the Boards Charles Oakley as seen in an Instagram Post in June 2018 (Charles Oakley / Instagram) Sun SignĬleveland, Cuyahoga County, Ohio, United States Residence ![]() ![]() He was inducted into the ‘Virginia Sports Hall of Fame and Museum’ in 2016. Post-retirement, he had served as the assistant coach of the NBA team Charlotte Bobcats (now known as Charlotte Hornets) (2010-2011) and the coach of the Killer 3’s, a men’s 3-on-3 basketball team that plays in the BIG3 basketball league (2017-Present). He was named in the NBA All-Rookie First Team (1986), the NBA All-Defensive First Team (1994), the NBA All-Star Team (1994), and the NBA All-Defensive Second Team (1998). He had represented the Chicago Bulls (1985–1988, 2001–2002), the New York Knicks (1988–1998), the Toronto Raptors (1999–2001), the Washington Wizards (2002–2003), and the Houston Rockets (2004) in the NBA (National Basketball Association). Charles Oakley is an American basketball coach, former professional basketball player, and entrepreneur who was widely considered to be one of the best rebounders of his generation.
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