![We had a back and forth card game with Michael Jordan and Jay-Z": Charles Oakley reminisces losing $50,000 and gambling with the Bulls and rap icons - The SportsRush We had a back and forth card game with Michael Jordan and Jay-Z": Charles Oakley reminisces losing $50,000 and gambling with the Bulls and rap icons - The SportsRush](https://cdn-wp.thesportsrush.com/2022/03/956be591-untitled-design-2022-03-19t140243.921.jpg)
We had a back and forth card game with Michael Jordan and Jay-Z": Charles Oakley reminisces losing $50,000 and gambling with the Bulls and rap icons - The SportsRush
![Michael Jordan and The Last Dance: His gambling habits from $1.2m debt to $100,000 bets | Daily Mail Online Michael Jordan and The Last Dance: His gambling habits from $1.2m debt to $100,000 bets | Daily Mail Online](https://i.dailymail.co.uk/1s/2020/05/07/11/28110706-8296373-image-a-1_1588846914743.jpg)
Michael Jordan and The Last Dance: His gambling habits from $1.2m debt to $100,000 bets | Daily Mail Online
![Former Baseball Star Shares Story Of Michael Jordan Playing Blackjack Alone On Entire Floor And Betting $10K To $50K A Hand: “I Watched Him Play About 20 Hands, He Probably Won 18 Former Baseball Star Shares Story Of Michael Jordan Playing Blackjack Alone On Entire Floor And Betting $10K To $50K A Hand: “I Watched Him Play About 20 Hands, He Probably Won 18](https://fadeawayworld.net/.image/t_share/MTg4OTg4NDAyMTM2MjYyMTAw/jordan-blackjack.jpg)
Former Baseball Star Shares Story Of Michael Jordan Playing Blackjack Alone On Entire Floor And Betting $10K To $50K A Hand: “I Watched Him Play About 20 Hands, He Probably Won 18
![How Michael Jordan's gambling habits lost him $5 million in a single night at Las Vegas at the craps table - The SportsRush How Michael Jordan's gambling habits lost him $5 million in a single night at Las Vegas at the craps table - The SportsRush](https://cdn-wp.thesportsrush.com/2022/07/93272fc4-untitled-design-2022-07-10t010453.694.jpg)
How Michael Jordan's gambling habits lost him $5 million in a single night at Las Vegas at the craps table - The SportsRush
![An epic Michael Jordan gambling story, plus this proposed NFL rule change is crazy and perfect - CBSSports.com An epic Michael Jordan gambling story, plus this proposed NFL rule change is crazy and perfect - CBSSports.com](https://sportshub.cbsistatic.com/i/r/2020/05/23/36f6bdb8-17c7-4974-bfd2-9e60b49095c7/thumbnail/1200x675/9960a6aff720e6ab6390114274993e1a/michael-jordan.jpg)
An epic Michael Jordan gambling story, plus this proposed NFL rule change is crazy and perfect - CBSSports.com
![Crazy Money Show: Believe it or Not, Michael Jordan Once Bet $100k on Rock Paper Scissors - EssentiallySports Crazy Money Show: Believe it or Not, Michael Jordan Once Bet $100k on Rock Paper Scissors - EssentiallySports](http://www.essentiallysports.com/wp-content/uploads/Jordan-pushes-in.jpg)
Crazy Money Show: Believe it or Not, Michael Jordan Once Bet $100k on Rock Paper Scissors - EssentiallySports
![Michael Jordan's $1 Million Gambling Debt Led to a 'Kitchen Fight' While Juanita Vanoy Entertained Former Bears' MVP - The SportsRush Michael Jordan's $1 Million Gambling Debt Led to a 'Kitchen Fight' While Juanita Vanoy Entertained Former Bears' MVP - The SportsRush](https://cdn-wp.thesportsrush.com/2022/12/47e66f38-grey-neutral-aesthetic-elegant-apartment-tour-vlog-youtube-thumbnail-2022-12-10t024508.645.jpg)
Michael Jordan's $1 Million Gambling Debt Led to a 'Kitchen Fight' While Juanita Vanoy Entertained Former Bears' MVP - The SportsRush
![Teammates Discuss Michael Jordan's Gambling Habits, Inaccurate Depiction Of Pippen & More In Tell-All Interview Teammates Discuss Michael Jordan's Gambling Habits, Inaccurate Depiction Of Pippen & More In Tell-All Interview](https://imageio.forbes.com/specials-images/imageserve/51623665/Michael-Jordan-of-the-Chicago-Bulls-listens-to-a-q/960x0.jpg?format=jpg&width=960)
Teammates Discuss Michael Jordan's Gambling Habits, Inaccurate Depiction Of Pippen & More In Tell-All Interview
![Michael Jordan gambling stories explored in The Last Dance, claims he never had a problem | Basketball News Michael Jordan gambling stories explored in The Last Dance, claims he never had a problem | Basketball News](https://img.republicworld.com/republic-prod/stories/promolarge/xhdpi/qceekbltkf44n0vy_1588583470.jpeg)
Michael Jordan gambling stories explored in The Last Dance, claims he never had a problem | Basketball News
![Michael Jordan's gambling 'suspension': Explaining one of the wildest conspiracy theories in NBA history | Sporting News Michael Jordan's gambling 'suspension': Explaining one of the wildest conspiracy theories in NBA history | Sporting News](https://library.sportingnews.com/styles/facebook_1200x630/s3/2021-08/michael-jordan-ftr-032818jpg_1o8676a38nepk16tlhvel7rmwv.jpg?itok=aVGbF7jz)