Most Viewed Stories

Musicians Who Love the Thrills of Gambling

Musicians, just like any other people, love to gamble occasionally. After all, the allure of Las Vegas was built in no small part on legends of Frank Sinatra and Dean Martin, among other famous singers. Even today, many of the biggest names of the music industry like to roll the dice or spend the night at the tables. 

Gladys Knight

The Empress of Soul has won a total of seven Grammy awards during her career, more than most singers. Her struggle with gambling addiction cost her a small fortune. Her game of choice was blackjack, a game she was introduced to by a friend. Interestingly, she never cared about the money. After all, she has made enough of it that even the biggest losses didn’t faze her. Instead, Gladys was disgusted because gambling took her away from her son. Once she realized that she could be spending time with him instead of wasting it at the blackjack table, she immediately called Gamblers Anonymous and sought help.

P Diddy

Another musician who loved playing blackjack, P Diddy is one of the biggest names in hip-hop. Although he changed his name more times than we care to count, his passion for cards never left him. After performing at the concert at the grand opening of Harrah’s Resort in Atlantic City, he was also the first person to place a bet at its luxurious blackjack tables. P Diddy is one of the most welcomed high-rollers in both Vegas and Atlantic City, but he is no stranger to online gambling either. Hopefully, he uses sites like  to check out new online casinos and verify their credentials. With more than $800 million he made during his career, he can afford to gamble big. One of his biggest wins is the one against Mark Wahlberg. In 2017, P Diddy and Wahlberg bet on Floyd Mayweather versus Manny Pacquiao’s fight. The rapper bet on Floyd, while the actor supported Manny. The bet was $250,000, although Wahlberg wanted to make it a cool half a million. After the fight, he was probably very happy that P Diddy didn’t agree to it. 

Harry Styles

There is something about Blackjack that makes musicians love it. Harry Styles, a former singer of One Direction, apparently enjoys playing it, both online and at the tables in Vegas and London casinos. Harry’s first attempt at gambling in Vegas didn’t end up well. He and his bandmates tried to enter one of the casinos on the Strip, only to be denied. Apparently, they didn’t realize that in the United States drinking and gambling age is 21 and they were all just 18. Today, he is a welcomed guest though, just like any other high rollers. 

Frank Sinatra

We can’t write an article about musicians and gambling without mentioning the Ol’ Blue Eyes. The man who is responsible for creating the legend of Las Vegas as much as Bugsy Siegel and Meyer Lansky. Sinatra was synonymous with Sin City at one point. His performances in the casinos on the Strip drew masses from all over the country. Sinatra had it all, from fast cars and fast women to best clothes and seats at every gambling in town he wanted. Vegas was his town and everybody knew it. The news of his arrival would spread like a wildfire up and down the Strip and people would spend hours waiting to catch a glimpse of him playing poker at one of the casinos. At one point, he even owned a casino, the Cal-Neva Lodge and Casino at Lake Tahoe. Unfortunately for Frank, Chicago mafia boss Sam “Momo” Giancana was spotted staying there and the Nevada Gambling Commission revoked his gambling license, forcing him to sell it.



Donate to IndiePulse Music Magazine’s Academic and Music Education Scholarship Program HeartBeat4Kids

IndiePulse Music Magazine creates Scholarships to help Youth In Need of assistance to complete their educational goals and stay in school.

Go to to learn more, Donations can be made at – Any Amount will help!

Support Our Publication

About Joseph Timmons (9828 Articles)
I am the Father of 5 and a "Would Be Philosopher of Idiocy" - Author and Writer for several Blogs and Online Magazine. Review Journalist, Musician and Audio Buff. Follow Me and I'm Sure to Entertain.

Leave a Reply

%d bloggers like this: