Sean ‘Diddy’ Combs Could End Up Broke Amid Lawsuits, Legal Fees and Tarnished Business Deals

As Sean “Diddy” Combs cools his heels in the clink while awaiting sentencing on prostitution charges, experts tell the National Enquirer that the hip-hop mogul may also be facing financial ruin from an avalanche of civil lawsuits and potential lost business deals.

The “All About the Benjamins” rapper, 55, was recently acquitted of sex trafficking and racketeering charges — but found guilty on two counts of transportation to engage in prostitution, which could earn him up to 20 years in prison.

A judge denied a bail request from his attorney and ordered Combs to remain in custody ahead of his hearing.

Prosecutors had accused the Bad Boys Records cofounder of masterminding a criminal conspiracy that used intimidation, brute force and cash to arrange drug-fueled parties dubbed “freak offs.”

Combs has long maintained that he’s innocent — but he’s been held in a New York City jail since his arrest in September 2024. Even if he’s sprung with time served, experts tell The ENQUIRER that the former billionaire could see his estimated $400 million fortune siphoned off by legal bills and potential payouts.

According to The New York Times, Combs has been clobbered with more than 50 civil lawsuits from men and women accusing him of sex abuse. His team has denied the charges and suggested that the flood of lawsuits is a money grab.

Renowned New York City lawyer Pete Gleason believes that Combs has already coughed up “millions” for his defense and tells The ENQUIRER, “These lawsuits have the potential to bankrupt Diddy.”

Combs promptly settled an explosive 2023 suit lodged by his singer ex-girlfriend Cassie Ventura, who was a star witness for the prosecution.

The BBC reports Cassie testified that Combs was an abusive bully, who stifled her career and forced her into “humiliating” drug-fueled hookups with male escorts during their 10-year relationship — and told the court that he paid her a $20 million settlement.

Devin White, a celebrity financial advisor for rappers, tells the Enquirer that he believes Combs, who started the fashion and lifestyle brand Sean John, may also lose major revenue from dashed opportunities.

White explains, “He’s going to be radioactive, so his Sean John business deals with Macy’s and other stores are going to be finished.”

Combs has also put his Los Angeles megamansion on the market for $61.5 million, raising concerns that a total real estate sell-off could possibly leave the scandal-scarred star without a home to hang his hat.