Jeffrey Epstein is seen in this image released by the Department of Justice in Washington, D.C., U.S., on December 19, 2025 as part of a new trove of documents from its investigations into the late financier and convicted sex offender Jeffrey Epstein. U.S. Justice Department/Handout via REUTERS THIS IMAGE HAS BEEN SUPPLIED BY A THIRD PARTY/File Photo
(New York, New York) – Newly resurfaced reporting shows that Jeffrey Epstein’s Zorro Trust hit an $85 million Powerball jackpot in 2008 – shortly after Epstein was jailed in Florida on prostitution-related charges. The revelation, first reported by Reuters, has reignited scrutiny over Epstein’s finances and the opaque trusts tied to his wealth during a period when he was already facing serious criminal consequences.
According to the report, the winning ticket was connected to Epstein’s Zorro Trust, adding to long-standing questions about how his money was managed, shielded, and grown even as his legal troubles mounted. The timing of the massive payout – coming just after Epstein began serving time, has fueled renewed outrage and speculation online, as critics point to the case as another example of how Epstein continued to benefit financially despite being behind bars.
