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Leave Good People Alone and Fakers Will Drive the Company Into the Ground

Airbnb chief Brian Chesky followed the standard scaling advice and nearly wrecked the company, writer Paul Graham argues.

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paulgraham.com · Founder Mode

At a Y Combinator event last week, Brian Chesky, the head of Airbnb, gave a talk about what happened as his company grew. Graham reports that most founders he spoke with after the event called it "the best they'd ever heard." Writer Paul Graham, who was there, describes a talk that struck a chord because so many founders had lived the same failure.

Graham says the theme was that standard guidance for managing bigger firms is mistaken, guidance he summed up as "hire good people and give them room to do their jobs."

In Graham's account, Chesky followed that advice as Airbnb grew, and the results were disastrous. One after another of the most successful founders at the event said the same advice had damaged their own companies.

The method behind the advice treats branches of the organization chart as sealed boxes. You give your immediate reports a goal and leave how to get there to them, because getting into the details would be micromanaging. Sounds great when described that way. Except, based on accounts from many founders, the practical result is often, in Graham's words, "hire professional fakers and let them drive the company into the ground."

For Graham, the advice was written for someone leading a business they did not start, the way a professional manager leads it. Founders need a different method, founder mode, which means staying close to the work, including the details, rather than working only through direct reports.

Chesky worked out his version in part by learning from how Steve Jobs, who ran Apple, stayed deeply involved. Early signs suggest the new approach is succeeding. Airbnb's free cash flow margin is now among the best in Silicon Valley, meaning the cash it keeps from each dollar of sales after paying costs, a sign the business can fund itself and invest without borrowing.

Questions people ask

What is Y Combinator?

Y Combinator is a Silicon Valley startup accelerator that funds very young companies in exchange for a small ownership stake. It runs a cohort program where founders get money, advice, and introductions to investors. Airbnb, Dropbox, and Stripe all went through it.

Why does Airbnb's cash flow margin matter?

Free cash flow margin measures how much cash a company keeps from each dollar of sales after paying for operations and equipment. A high margin means the business can fund itself, survive downturns, and invest without borrowing. For a large consumer company like Airbnb, ranking near the top in Silicon Valley signals unusual financial health.

What did Steve Jobs do differently at Apple?

Jobs stayed involved far below the chief executive level, reviewing products, ads, and design details that most CEOs delegate. He also held an annual retreat for the 100 people he considered most important at Apple, not the 100 highest on the organization chart. Graham presents this deep, cross-level involvement as the opposite of hands-off, modular management.