Michael Jordan’s ‘bodyguard’ and Bulls best friend explains why he’d prefer to play with LeBron James

Mar 25, 2026 - 11:30
Michael Jordan’s ‘bodyguard’ and Bulls best friend explains why he’d prefer to play with LeBron James

Michael Jordan was famously guarded during his storied run in the NBA.

The Chicago Bulls icon was a ruthless competitor with an uncompromising win-at-all-costs mentality.

Michael Jordan holding the Larry O'Brien trophy.
Jordan won, won, and won again in the 90s
AFP - Getty

His impossibly high standards fuelled his success, but at the same time caused many a locker room issue, sometimes resulting in physical violence with his own teammates.

However, there were some players MJ shared a close bond with.

One of those was former power forward Charles Oakley, who played with the Bulls from 1985-1988.

The no-nonsense enforcer joined the NBA a year after ‘His Airness’ and was with him throughout his early years as pro.

‘Oak Tree’ was one of the best defensive forwards in the game at time, and his intense style of play fit perfectly alongside an ascending ‘Air Jordan’.

Oakley was ultimately traded to the New York Knicks before the Bulls became a winning machine, but was in Chicago during MJ’s formative years where he often protected Mike from the opposition’s savage treatment of the young Bull.

“Michael’s my guy, we’ve been tight since ’85,” Oakley, who made the NBA All-Defensive Team twice, said.

“He took me to the All-Star Game. We connected right away. He was tough-minded, and I was tough-minded, but not just being tough-minded; he came to practice and he showed leadership in practice, and that’s what I try to do. I always try to lead the ship with my guys. But playing with him was great…Just being around him, his demeanor, how he work, stuff can rub off.

“We (were) just always chilling, always together. We just got tight,” Oakley told K.C. Johnson on the Bulls Talk Podcast.

Charles Oakley #34 of the Chicago Bulls holding a basketball.
Oakley was a no-nonsense defensive menace who played for the Bulls for three years
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Charles Oakley and Michael Jordan
Oakley (left) was with MJ (center) during his early years
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The now 61-year-old went on to suit up for the Toronto Raptors, Washington Wizards — where he played alongside MJ once again — and Houston Rockets.

Since 2017, he has been the coach of the Killer 3’s of the BIG3.

Charles Oakley would prefer to play with LeBron over Michael Jordan

Oakley and Jordan are still close to this day.

Jordan has described the 6ft 8in bruiser as ‘his bodyguard’ and someone he thinks of as his little brother.

But despite their excellent on and off-court relationship, Oakley insists he’d still prefer to play with LeBron James.

Why? Because LeBron would pass him the ball.

“They asked me, ‘Who’d you rather play with, LeBron or Mike?’ I said, LeBron, but Mike my best friend,” Oakley, who was selected as an All-Star in 1994, said.

“Mike ain’t passing me the ball. He don’t care if I get a shot today or tomorrow. But, you know, that’s how he got to be Mike.”

“Anybody who got a son, watch LeBron,” Oakley added on the Fadeaway Dunk podcast.

“If you’re open, he’ll pass your son the ball. It ain’t like some guys who’ll look at you and then shoot it. They say LeBron ain’t the guy who wants to take the big shot but it ain’t about taking a big shot if somebody checking you. They always say Mike would take the shot, LeBron would pass the shot.”

New York Knicks and Chicago Bulls players vying for the ball during an NBA game.
Oakley and Jordan went head-to-head in the Eastern Conference when the former joined the Knicks
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Michael Jordan holding back Charles Oakley during a basketball game.
They teamed up again at the end of their careers with the Washington Wizards
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In 2018, Oakley posted on X: “No player in the history of the game has put together the body of work LeBron has.”

Jordan and LeBron are often pitted against each another in the greatest of all time (GOAT) debate.

Jordan was a perfect 6-0 in NBA Finals with six Finals MVPs. The ten-time scoring champion dominated The Association during the 1990s, becoming a cultural phenomenon and global icon in the process.

James, meanwhile, is playing better than anyone ever has at his current age. The 41-year-old is still one of other best players in the NBA and has tons of longevity records to go along with four titles and four Finals MVPs.

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In addition to being the NBA’s all-time leading scorer and ranking fourth in NBA career assists and sixth in NBA career steals, ‘King James’ has been named an NBA All-Star a record 22 times, and selected to the All-NBA Team a record 21 times (including a record 13 First Team selections).

LeBron remains mum on retirement plans

LeBron’s eventual retirement is a longstanding subject, but the man himself has remained mum.

“When I know, you guys will know,” James said in February about how he’s feeling about playing next season. “I don’t know. I have no idea.”

After a loss against the Cavs in Janaury, LeBron said: “I’m just trying to take everything in, not take the moments for granted.

“Because it could be (my last season). I obviously haven’t made a decision on the future, but it very well could be.”

“I don’t know what the future holds,” James said.

“I have not even thought to the point of a farewell tour or whatever the case may be, because I haven’t had the conversation with myself and my family on, when is it over?” James said. “So … I think that will come after that.”

8 Feb 1987: Michael Jordan #23 of the Chicago Bulls celebrates after winning the 1987 NBA All Star Slam Dunk Competition at the Kingdome in Seattle, WA.  HIGH RESOLUTION FILE 42MB. NOTE TO USER: User expressly acknowledges and agrees that, by downloadingand/or using this Photograph, User is consenting to the terms and conditions of the Getty Images License Agreement.  Mandatory copyright notice and Credit: Copyright 2001 NBAE  Mandatory Credit: Andrew D. Bernstein/NBAE/Getty Images
Jordan is considered to be the basketball GOAT
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LeBron James
LeBron is right there with him and Oakley says he’d have preferred to play with James
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As for Oakley’s take, it should be noted that never said who was the better player between LeBron and MJ.

He simply said James may have been a better teammate because of his facilitator-first approach.

Ultimately, Oakley insists it’s all about personal preference when it comes to the GOAT debate.

“When they always make the comparison, ‘Who you like? LeBron or Mike?’ I says, ‘Frosted Flakes, Corn Flakes. Mike, LeBron.’ So, LeBron got no sugar, Mike got the sugar. I’m LeBron because I was Corn Flakes. So it’s always going to be a comparison.”

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