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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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