Hedge Fund Fights $100 Million Tax Bill as Based on Speculation

Sept. 19, 2025, 9:09 PM UTC

Cayman Islands partnership YA Global Investments LP told a federal appeals court that it shouldn’t have to pay $96.8 million in tax and penalties based on the IRS’s erroneous determination that it was a business, not an investment vehicle.

YA Global “was in many ways a typical hedge fund,” it said in its opening brief to the US Court of Appeals for the Third Circuit. It traded in penny stocks under a strategy developed by Yorkville Advisors LLC, but it didn’t amount to an active business for tax purposes, it said.

The US Tax Court’s two decisions against the company ...

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