Diddy might still be one of the biggest names in hip hop, but behind the scenes, his money is said to be tightly controlled. Right now, he’s serving a 50-month sentence at FCI Fort Dix in New Jersey after being convicted under the Mann Act. People close to him say that even those in his inner circle are starting to feel the impact of these strict financial rules.
According to people who know about the situation, Diddy’s money is being managed by a company called Tri Star Sports & Entertainment. This firm is handling his assets while he’s in prison. Insiders say that getting access to these funds isn’t easy at all.
Media Take Out was told by sources that Tri Star has put a lot of limits on when and how money can be given out. This has caused problems with payments to some workers and even some lawyers. One person said that at least one employee has left because of these delays. Even though Diddy is still one of the richest people in entertainment, those around him are finding out that being connected to a billionaire doesn’t always mean quick access to cash. Diddy’s spokesperson, Juda Engelmayer, has said there’s no disruption in payments and that everything is being handled properly.
However, several sources insist that there are more complicated issues happening behind the scenes.The financial pressure isn’t just affecting his team and lawyers. It’s also hitting his family. Sources told Media Take Out that the family now has to stick to a strict budget. Any extra spending needs to be approved by Tri Star.

If someone goes over the planned amount, they have to submit invoices for reimbursement, and those aren’t always approved.One example that caught attention was a family dinner in New York City the night before Diddy’s sentencing. When relatives asked Tri Star to cover the bill, the company initially said no. The cost was eventually reimbursed, but only after someone else paid upfront.In short, even regular expenses seem to require multiple approvals.
Some insiders think the tight controls are meant to protect Diddy’s assets and avoid future legal or financial issues. Others believe it’s because managing a huge business empire becomes harder when the owner isn’t directly in charge.
Either way, the contrast is clear. A man once known for luxury lifestyles, private jets, and endless spending is now reportedly under strict financial supervision.Although his team says things are going smoothly, the complaints from workers, lawyers, and even family members suggest a very different story.