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Enemies of You

The Enshittification of America

How Good Businesses Were Taken Apart

The Enshittification of America, by Richard Lowe

I never set out to write about the decline of American business

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314 pages · Paperback ISBN 978-1-972810-11-8 · ebook ISBN 978-1-946458-62-9

314Pages 13Industries examined 3Parts 2023The conversation that started it

I never set out to write about the decline of American business

I was perfectly happy ghostwriting memoirs and helping executives tell their success stories. Then, after twenty years managing technology at Trader Joe’s and a decade listening to business leaders tell me what really happened, I started noticing patterns that kept me awake.

The same private equity playbook dismantling one industry after another. The same optimization algorithms that could have improved customer service being repurposed to maximize fee extraction. The same executives who built good businesses explaining how they were pressured to take apart the thing that made them good.

Companies I had shopped at my whole life turned into hollow versions of themselves. Airlines that made flying feel like something now treat passengers as freight. Department stores that anchored communities became real estate plays. Local papers that held mayors to account got strip-mined by funds that would not know journalism if it sued them.

The turning point was a client conversation in 2023, where a Fortune 50 executive explained how his company had optimized customer interactions by removing the humans.

What is inside

The mechanism

  • The private equity playbook
  • The puppet masters
  • From ownership to extraction
  • The strongest case for private equity, stated fairly

The algorithmic layer

  • Optimization repurposed for extraction
  • Why the software is not the villain
  • Metrics that reward the wrong thing
  • What gets measured and what gets removed

Thirteen industries

  • Airlines, restaurants and department stores
  • Banking, healthcare and telecommunications
  • Local news and what replaced it
  • Movies, from dreams to algorithms

The resistance

  • What protects against enshittification
  • Policy solutions worth arguing for
  • Consumer and community action
  • How reforms get won, and whether this is evil

Who this is for

Worth your time if

  • You have watched a company you liked get worse for no visible reason
  • You want the mechanism rather than the complaint
  • You work inside one of these industries
  • You want the strongest opposing case stated rather than strawmanned

Not for you if

  • You want an economics textbook
  • You want a defense of any particular firm
  • You are looking for investment guidance
  • You want optimism about the trend

Why me

Richard Lowe, the Writing King

Twenty years managing technology at Trader Joe’s, then a decade ghostwriting for executives who told me privately what they were pressured to do. That is an unusual vantage point: inside a company that resisted this, then hearing from the people inside the ones that did not.

Questions people ask

What is enshittification?
The systematic transformation of businesses from serving customers to extracting maximum value from them. Cory Doctorow coined the term for digital platforms. This book documents how the same process spread into airlines, hospitals, banks, grocery stores, hotels, and eleven other industries most Americans depend on daily.
Which industries does the book cover?
Airlines, restaurants, department stores, automotive, newspapers and media, banking, healthcare, telecommunications, retail pharmacies, hotels, grocery stores, and entertainment. Thirteen industries in detail, each following the same pattern from the same playbook applied over four decades.
Isn’t this just how markets work?
No, and the counter-examples prove it. Trader Joe’s, Costco, and In-N-Out operate in the same market as their enshittified competitors and consistently outperform them on customer loyalty and employee satisfaction. The difference is ownership structure and time horizon, not market conditions.
What can a reader do?
The book covers specific consumer actions, the specific legislative and regulatory changes that made extraction legal, and what the resistance to extraction looks like in practice. The final section documents the businesses and communities that held and what they did differently.

Also in Enemies of You

The Death of Thinking

What Outsourcing Judgment Costs

The Birth of the Augmented Human

What Goes Right When You Use AI Properly

Everybody’s Prejudiced

Including the Man Who Wrote This

The Emasculation of America

What Bezmenov Described and Nobody Acted On

The Villainization of America

Why the Story We Tell Ourselves Matters

Stuck in the Middle

Wars, Weapons, and the Next Thirty Years

Turn Off the TV, Get Off Your Ass, and Do Something

Getting Your Time Back From the Screens

It does not have to be this way

Which is a claim the book has to earn, and spends a whole part doing.

BUY FROM INGRAMSPARKAMAZONKOBOREAD THE INTRODUCTIONTABLE OF CONTENTS

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Introduction

The Enshittification of America

I never set out to write a book about the decline of American business. I was perfectly happy ghostwriting memoirs and helping executives tell their success stories. But after twenty years managing technology at Trader Joe’s and then a decade listening to business leaders share their real stories, I started noticing patterns that kept me awake at night. The same private equity playbook destroying one industry after another. The same optimization algorithms that could improve customer service getting repurposed to maximize fee extraction. The same executives who built great businesses explaining how they were pressured to dismantle what made those businesses great. I watched companies I’d shopped at my whole life turn into hollow shells of themselves. Airlines that once made flying feel special now treat passengers like cattle. Department stores that anchored communities became real estate plays. Local newspapers that held mayors accountable got strip-mined by hedge funds that wouldn’t know journalism if it sued them for libel. The turning point came during a client conversation in 2023. A Fortune 50 executive was explaining how his company had “optimized customer interactions” by replacing human service representatives with chatbots designed to frustrate callers into giving up. He said it with the detached professionalism of someone describing weather patterns. No malice, no awareness of what he was describing. Just systems working exactly as designed. That’s when I realized we weren’t just witnessing random business failures. We were watching the systematic transformation of American commerce from a

8 system designed to serve customers into one designed to extract maximum value from them. The same balance- sheet techniques, the same consulting playbooks, the same private equity strategies, deployed across industry after industry. This isn’t a book about individual bad actors or isolated corporate greed. It’s about a system that consistently produces outcomes we call failures but which are working exactly as intended. When you optimize for extraction rather than service, you get extraction. When you reward quarterly performance over long-term value creation, you get short-term thinking. When you structure businesses to maximize cash flow to investors rather than value to customers, you get enshittification. The most frustrating part is how preventable this all was. The businesses that escaped this fate prove it every day. They’re not miraculous outliers or lucky accidents. They’re companies that made different choices about ownership, optimization, and what success means. I wrote this book because I’m tired of pretending that widespread business degradation is just how markets work. It’s not. It’s how these particular markets work, structured by these particular incentives, optimized for these particular outcomes. We built these systems, which means we can rebuild them. The stories in this book come from two decades of watching systems work and a decade of listening to the people who run them. Some details have been changed to protect client confidentiality, but the patterns are real, the data is documented, and the outcomes speak for themselves. A note on ghostwriting: my professional work involves helping business leaders write books they have the

9 knowledge and experience to write but not always the time or inclination to write alone. That collaboration is as old as publishing. What this book criticizes is not expertise assisted by craft, but institutions hollowed out so that the people with genuine expertise are replaced entirely by cheaper substitutes. The distinction matters, and I’d rather name it than leave it for someone else to point out. We can do better. We just have to decide we want to.

10 A Note on Sources The financial figures, employment statistics, fee disclosures, and corporate chronologies in this book are drawn from public sources: SEC filings, bankruptcy court documents, congressional testimony, regulatory agency reports, and named journalism f

Table of contents

The Enshittification of America

  • Preface
  • A Note on Sources
  • Introduction: The Great Degradation
  • Take a Drive with Me
  • Part I: The Mechanism of Decay
  • The Private Equity Playbook
  • The Puppet Masters
  • From Ownership to Extraction
  • The Strongest Case for Private Equity
  • The Algorithmic Layer
  • Part II: Thirteen Industries in Decline
  • Airlines – From Glamour to Cattle Cars
  • Restaurants – Gray Boxes Replace Character
  • Department Stores – Palaces to Warehouses
  • Obsolescence
  • Banking – Relationships to Fee Extraction
  • Healthcare – Care to Bureaucratic Maze
  • Telecommunications – Innovation to Rent-Seeking
  • Corporate Mills
  • Everything
  • Warehouses
  • Everything
  • Movies – From Dreams to Algorithms
  • Part III: The Resistance
  • What Protects Against Enshittification
  • the Vultures Came Home to Roost
  • It Doesn’t Have to Be This Way
  • Policy Solutions
  • Consumer and Community Action
  • How Reforms Get Won
  • Conclusion: I Drove It Again
  • Afterword: Is This Evil?
  • About the Author
  • About This Series
  • Enemies of You Series
  • Books by Richard Lowe
  • Index