Music mogul-turned-filmmaker Damon Dash is accused of ignoring an order by the same judge in a courtroom battle over “Dear Frank” between the director and Dash, which has been ongoing for several years. He was supposed to hand over specific ownership documentation and digital files related to his companies and associated with his copyrighted works by July 10, 2025, according to new court documents. The date has passed, and there is no sign of compliance.
The documents at issue are crucial to a court-ordered auction of Dash’s holdings, which was authorized to settle a $4 million judgment that Webber and Muddy Water Pictures won against the exec. The money is supposed to end an old beef, one that began when Dash was booted from the Dear Frank project, allegedly because he was still attached to it. That action led to a defamation and copyright lawsuit, which Dash lost in 2022.
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The original $805,000 judgment against Dash was instead dismissed when he adopted a scorched-earth policy against Webber during the Earn Your Leisure podcast, and has thus ballooned into the $4 million tab he now must pay.
Now Webber is sick of the back and forth. His lawyers, they say, have made efforts to contact Dash’s lawyers, who openly confirmed that Dash hasn’t handed over the documents requested. In return, Webber is requesting a contempt charge and for the court to hold Dash accountable, potentially by incarcerating Dash.
The court had even prepared a laundry list of Dash’s holdings for sale, including stakes in Dash Films Inc., Bluroc LLC, and Blakroc LLC, among others. Even personal items, like Dash’s jewelry, were fair game. Dash’s stake in Roc-A-Fella was sold last December despite his protestations that it wasn’t, and that wasn’t anywhere near enough to cover what he owes.
The clock has been ticking all the while, with the judge reminding Dash that this could go south if he didn’t get on board. If the judge rules in favour of Webber, this Hollywood-style chapter of the Dash era could end with Dash in jail and the government forcing the sale of the remaining assets. That would even mean relinquishing full ownership rights to films they have released, such as Honor Up, Too Honorable, Welcome to Blakroc, and We Went To… China.
What once seemed like Damon Dash’s comeback story is beginning to look more like a courtroom drama than a return to form, from the red carpet to a potential perp walk. And we don’t know yet if the next scene will involve an arrest or a last-ditch olive-branch-waving stunt. Jail Reform 2: This Script Ain’t Done Yet just got a surprise plot twist.
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