How to tax the (really) rich
Sep 9, 2026 · 25m
Summary
This episode examines California’s Proposition 40, a proposed one-time 5% wealth tax on billionaires to fund healthcare, which has fractured the state’s Democratic coalition. Host Sean Rames interviews political reporter Jeremy B. White on the intense opposition from tech leaders like Sergey Brin and the political risks of activating billionaire interests. The discussion then shifts to tax experts Josh Biven and Christobal Young, who debate whether the measure will cause economic flight or effectively address loopholes in taxing unrealized capital gains.
Topics discussed
Intro: The political fight over taxing the rich
Sponsor segments: Anthropic and Bombas
Jeremy B. White on Prop 40 and Silicon Valley backlash
The split within the California Democratic coalition
Explaining the 5% one-time wealth tax structure
Origins: SEIU and Dave Reagan's ballot strategy
Opposition arguments: Economic impact and billionaire flight
Billionaire political activism and rival ballot measures
Polling data and the scale of the ad war
National dynamics: Backlash against Trump and economic frustration
Implications if the measure fails in California
Sponsor segments: Vanta, DeleteMe, and Granola
Joshua Rauh: Why wealth taxes fail economically
Christobal Young: Research on millionaire tax flight
Critique of the one-time tax vs. ongoing solutions
Explaining unrealized capital gains and the BIT alternative
Conclusion and credits
Sponsor segment: Mint Mobile
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