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Off Air with Ron Chapman
Off Air explores the nation’s most important legal headlines with depth and context you won’t find in mainstream media.
Hosted by Attorney and TV news analyst Ron Chapman, Off Air brings real courtroom experience to the stories shaping the country. Neil Cavuto has called Chapman an “attorney extraordinaire,” and a federal judge described him as “one of the best attorneys I’ve seen in my 20 years on the bench.”
With more than 175 acquitted counts in federal cases, Chapman delivers real-world insight and rigorous legal analysis on the cases that matter most.
Off Air with Ron Chapman
Leon Black, Epstein, and the Money No One Can Explain
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Leon Black built Apollo Global into a trillion-dollar firm and became one of the most powerful figures in American finance. He also paid Jeffrey Epstein at least $158 million, and by the Senate Finance Committee's count, closer to $170 million. Now the House Oversight Committee has subpoenaed him, with a deposition set for July 16, 2026.
This episode looks at where that money went and why so little of it can be accounted for. It follows the service payments routed through an Epstein-affiliated Virgin Islands entity, the $30.5 million in loans tied to an art transaction, the eight-figure donations to an Epstein charity, and the $62.5 million settlement Black paid the U.S. Virgin Islands government.
It also weighs the findings of a law firm commissioned by Apollo against what the Senate Finance Committee says those findings left out. The question is not whether a wealthy family can legally use estate planning tools. Wealthy families use them all the time. The question is why payments this large came without the contracts, the invoices, or the paper trail that ordinary professional work leaves behind, and what a serious accountability process would demand next.
The episode closes on the choices ahead for Congress, the IRS, and the Justice Department, and on why a case this size has so far produced no indictment.
Key Takeaways
00:00 Leon Black refuses to testify
00:11 Apollo Global's billionaire co-founder
02:14 Comer's subpoenas over Epstein ties
03:00 The $170 million paid to Epstein
03:42 Dechert's internal investigation
04:22 Epstein joins the Black Family Foundation
06:02 The 2012 Epstein business deal
09:15 GRAT tax planning red flags
18:22 The NDA subpoena battle
21:44 The Virgin Islands settlement
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