Sean "Diddy" Combs, the hip-hop mogul who built a billion-dollar empire, is currently facing serious legal challenges that threaten his vast fortune. As of June 2025, Combs is in the midst of a trial where prosecutors have taken aggressive action against his assets under the Racketeer Influenced and Corrupt Organizations Act.

Last month, on May 16, 2025, reports emerged that Combs could lose most of his estimated $400 million fortune if found guilty of all charges. The Justice Department is pursuing forfeiture action, arguing that Combs used his business enterprises to facilitate and cover up alleged criminal activities.

In response, Combs has hired Stefan Cassella, former deputy chief of the Justice Department's Asset Forfeiture and Money Laundering Section, to fight these forfeiture attempts. Cassella has stated that the government is taking an "aggressive approach" in seizing as many of Combs's assets as possible.

Among the assets at risk are Combs's $48 million Miami Beach home on Star Island, which was raided last year, and his $25 million Gulfstream Aerospace G550 private jet, which he has reportedly been renting out while awaiting trial.

Prior to these legal troubles, Combs had built an impressive business portfolio. His partnership with Diageo for Ciroc vodka and DeLeon tequila had been particularly lucrative, reportedly generating nearly $1 billion in revenue since 2007. However, his Combs Global empire, which includes ventures in fashion, cannabis, and digital marketplaces, now faces an uncertain future.

In 2021, Combs bought back his Sean John clothing brand for $7.5 million but hasn't developed it significantly since. Last year, he attempted to enter the cannabis industry with a venture valued at up to $185 million that would have created the country's largest Black-owned and licensed cannabis company.

Throughout this legal battle, Combs has maintained his innocence and pleaded not guilty to all charges. The outcome of this trial will likely determine whether the man who rose from Harlem to become a symbol of Black entrepreneurship will retain the empire he spent decades building.