How the rich make money by losing money
Sep 28, 2026 · 9m
Summary
Bloomberg reporter Lucia Gifford explains how AQR Capital, led by Cliff Asness, became the world’s largest hedge fund by offering “tax-aware” strategies that generate massive losses to offset gains. This loophole allows ultra-wealthy investors to slash their tax bills to zero, a practice that has exploded in popularity despite growing political backlash and IRS scrutiny. The episode highlights the tension between legal tax avoidance and public outrage, noting that while some firms have paused new enrollments, the strategy is increasingly being marketed to less wealthy clients who may face s…
Topics discussed
Intro: The massive tax loophole for the ultra-wealthy
Show intro and guest introduction
Sponsor segments: Superhuman, LinkedIn, Amazon Business
Meet Cliff Asness: The 'Mad Genius' behind AQR
Asness's personality: Short fuse and public feuds
AQR's pivot to tax-aware investing
Explaining tax loss harvesting and complex strategies
How the strategy works: Generating losses to offset gains
Rapid growth: From $3B to $70B in assets
AQR becomes the world's largest hedge fund
Public reaction and the 'rich eat the rich' debate
IRS concerns and potential regulatory crackdowns
Risks of spreading tax strategies to the masses
Outro and call for listener stories
Sponsor segments: Mint Mobile and Capella University
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