In this episode, we discuss the Netherlands’ proposed 36% tax on unrealized capital gains, unpacking what it means to tax wealth that exists only on paper and how such a policy could force asset sales, distort investment behavior, and reshape long-term incentives for savers and entrepreneurs. For our Foolishness of the Week, we turn to North Carolina, where a local official distinguished himself as perhaps the dumbest sheriff in America. We then welcome Dave Greene for an extended conversation on health insurance, exploring how risk pooling actually works, why medical pricing feels arbitrary, how regulation and the Affordable Care Act altered incentives for insurers and patients, and why price opacity and third-party payment continue to drive costs higher across the system.

00:00 Introduction and Overview

00:31 Words and Numbers Backstage & Listener Shoutouts

04:13 The Netherlands’ 36% Tax on Unrealized Gains

08:20 Who Can Afford Risk Under a Wealth-Style Tax?

12:24 Florida Snow & Strange Weather

13:39 Foolishness of the Week: The Mecklenburg Sheriff

18:54 Dave Greene Introduction: Health Insurance Insider Perspective

21:36 Why Health Insurance Feels So Frustrating

24:05 Is the System Designed to Make You Give Up?

27:32 Why Health Care Prices Stay Hidden

34:13 The $1,600 MRI vs. $200 MRI Problem

41:38 Negotiating Medical Bills (Yes, You Can)

43:36 The Affordable Care Act and Incentive Distortions

47:24 Health Insurance Profit Margins Explained

50:45 1950s Health Care vs. Today’s Innovation

53:48 Why Insurance Companies Get the Blame

57:26 Medicare vs. Private Insurance Subsidies

01:01:35 Guest Outro and Closing Thoughts

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