Cover art for Armchair Expert with Dax Shepard

Ray Madoff (on how billionaires avoid taxes & threaten capitalism)

Armchair Expert with Dax Shepard

Published
September 2, 2026
Duration
2h 26m
Summary source
description
Last updated
Sep 2, 2026

Discusses Ray Madoff (The Second Estate, Immortality and the Law, Practical Guide to Estate Planning) is a Bos…

Summary

Ray Madoff (The Second Estate, Immortality and the Law, Practical Guide to Estate Planning) is a Boston College law professor, author, and tax-policy expert. Ray joins Armchair Expert to discuss being a proudly mediocre high school student, reluctantly trading philosophy for law school, and becoming a terrible Wall Street tax lawyer who loved teaching. Ra…

Intelligent Report

Sign in to read teasers, or upgrade to Research Pro to commission intelligent report for this episode. Learn more →

Show notes

Ray Madoff (The Second Estate, Immortality and the Law, Practical Guide to Estate Planning) is a Boston College law professor, author, and tax-policy expert. Ray joins Armchair Expert to discuss being a proudly mediocre high school student, reluctantly trading philosophy for law school, and becoming a terrible Wall Street tax lawyer who loved teaching. Ray and Dax talk about America’s return to a pre-revolutionary aristocracy, how “salaries are for suckers” among the ultrawealthy, and why $50 tr