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← Prof G Markets

How To Actually Tax The Rich — ft. Ray Madoff

May 22, 2026·1h 3m

Scott Galloway and Ed Elson sit down with Ray Madoff to break down how America's wealthiest avoid taxes — legally. They dig into the biggest loophole the ultrawealthy use to their advantage and discuss what it would actually take to fix a system that was designed to fail. Ray Madoff is a professor at Boston College Law School and the author of The Second Estate: How the Tax Code Made an American Aristocracy.