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The Haves and Have Yachts cover

The Haves and Have Yachts

Evan Osnos•2025

  1. Chappy's Book Notes•332 books

The Haves and Have Yachts

Evan Osnos•2025

Length
10h 51m•~358 pages
Read
Jul 25th - 25th '25
SociologyMacroeconomicsContemporary Issues
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Summary

Osnos examines the ultra-wealthy class – now holding more than the Rockefeller era. The book spans yacht culture, hedging against AI-driven societal revolt, Zuck's growth obsession, and the wealth defense industry. Central insight: "when elites become ingrown, impenetrable, and insensitive, society becomes unstable."

“Exploiting a vulnerability in human psychology – how do we consume as much of your time and attention as possible?”

“The system will always do whatever it can to preserve itself.”

Key Takeaways

  • Super yacht boom – boats absorb the most excess capital
  • 4 places for the rich: art, private aircraft/yachting, charity, experiential
  • Private performances: musicians for sale
  • Hedging against societal collapse
  • Likely cause: AI → societal revolt
  • New Zealand as safe haven
  • Aggressive, competitive, knew he was special
  • Scaling + growth > everything
  • Cult of growth → curse of bigness
  • Needs to optimize for care the way he did growth
  • Pareto: there must be circulation of elites
  • When ingrown and insensitive → society becomes unstable
  • Iron law of oligarchy: elites work to keep themselves in place
  • 1930-1970s "the great compression"
  • Trust funds and estate planning loopholes
  • States competing for most lax laws
  • Value shift: capital → labor
  • Many convicts get back to business right after
  • Financial crisis lack of jailing was "catastrophic misreading of the law"
  • Increasing psychological distance between perpetrators and victims

Notes

Introduction

  • The ultra wealthy now hold more than the Rockefeller days (roaring 20s)
  • Elon has brought it back to the forefront

1: The rewards - how to spend it

1: The floating world

  • Super yacht boom
  • Boats can absorb the most excess capital
  • A single deal on a yacht can pay it all off

2: Survival of the richest

  • Survivalism in Silicon Valley
  • Hedging
  • Likely cause? AI → societal revolt
    • Comp: Russian revolution
  • New Zealand safe haven
  • Doomsday clock

3: One for the money

  • Private performances: musicians for sale
    • Flo Rida 30 private gigs / year
  • Show off vs keep quiet
  • 4 places for the rich: art, private aircraft + yachting, charity (namesake), experiental

2: The mechanics - how to keep it

4: Zuck: ghost in the machine

  • Zuck is aggressive, competitive
  • Facebook + social media’s problem
  • Admittedly not polished
  • Knew he was special
  • Scaling + growth > everything
  • “Exploiting a vulnerability in human psychology” - “how do we consume as much of your time and attention as possible”
  • Pleading 99% of wealth
  • Ability to reject complaints
  • Excessive optimism
  • Cult of growth → curse of bigness
  • Needs to make Facebook “good”, optimize for care in the same way he did growth

5: The Greenwich rebellion

  • How republicans learned to love Trump
  • Greenwich, CT billionaires
  • Restraint vs greed
  • HW Bush → Reagan (old vs new reps)
  • Value from capital → labor
  • Tax evasion
  • Why Trump? Ideologies > personalities (“a luxury we don’t have”)
  • Morals and power
  • Tax cuts
  • Self > service

6: Ruling class rules

  • How to thrive in the elite while calling it your enemy
  • “Elites” has little meaning now
  • Pareto: there must be a circulation of elites
  • ↑ when they become ingrown, impenetrable, and insensitive, society becomes unstable
  • We’re hardwired to pursue status
  • 1930-1970s “the great compression”
  • Cotton → industrial → media → finance → tech elites
  • The iron law of oligarchy: elites will always work to keep themselves in place
  • Trump has used the unspecified “they” more than any candidate in history

7: Trust issues

  • Impact investing: “capitalism with progressive characteristics”
  • Trust funds
  • Estate planning loopholes
  • “The wealth defense industry”
  • “Only morons pay the estate tax”
  • States competing for most lax laws
  • “The system will always do whatever it can to preserve itself”

3: The Perils - how to lose it

8: Land of make-believe

  • Bluffing / “self-mythologizing”
  • Zach Horowitz

9: Patriot games

  • Billionaire Guo Lin Gui linked to Chinese intelligence, the FBI, and Trump
  • “White gloves”: people who do the dirty work
  • Shadow gov’t: new federal state of China
  • Intra-CCP fight
  • Bannon + Biden’s laptop + 2020 election
  • “A wilderness of mirrors”

10: Life after white collar crimes

  • Many white collar convicts get back to business right after
  • Financial crisis lack of jailing was a “catastrophic misreading of the law”
  • ↑→ historic levels of inequality
  • Main change: increasing (psychological) distance between perpetrators and their victims
  • Culture of insular business communities determines actions most
  • “I saw what I perceived as a very corrupt system”