Sean "Diddy" Combs attends Black Tie Affair For Quality Control's CEO Pierre "Pee" Thomas at Fox Theater on June 02, 2021 in Atlanta, Georgia.
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Diddy Says He Once Tipped Someone $250K

Diddy After Tipping Someone $250K: "If I Win, We All Win"

Published Sat, October 1, 2022 at 12:00 PM EDT

Diddy shared an interesting story about generosity. During an interview with iHeartRadio’s Countdown show, the Bad Boy Records mogul shared that he'd once given a casino dealer a $250,000 tip after Diddy had a big night in a game.

“$250,000,” Diddy replied after the show host Jojo Wright asked him about the largest tip he’s ever given someone. “I had won $2 million in Vegas and so I tipped the person that was the dealer.”

“If I’m on a yacht, you know what Im saying, maybe it’s a tip for a whole crew," he added. "But for one person it was a quarter of a million dollars. If I win, we all win.”

A woman commenting on Diddy's Instagram post about the interview co-signed that the impresario is known for giving huge tips.

“I remember meeting Diddy," she wrote. "I never forget the night he made it rain hundred dollar bills I never experienced that ever hundred dollar bills we had a blast that night. He also had the bar open for all the ladies to have drinks for days. NO lady pay for no drinks. I also remember why I was in the mist(sp) of partying I lost my earring he stop the music and said here is $200 for your earrings let’s party I also caught some 100s dollar bills as well, too.”

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