The Crossroads of Should and Must

This is a story about two roads — Should and Must. It’s a pep talk for anyone who’s chosen Should for far too long — months, years, maybe a lifetime — and feels like it’s…

Don’t Fuck Up the Culture

On Monday, October 21, 2013, I sent this letter to our entire team at Airbnb. I have decided to publish this in…

Why Should We Support the Idea of an Unconditional Basic Income?

An answer to a growing question of…

The Career Ladder Isn’t In The Office

A dirty secret about getting ahead: half of it is about what you…

The Power of Framework Thinking

How to leverage the tools of million-dollar consultants to skyrocket…

Why Most Entrepreneurs Struggle

Don’t start a company unless it’s an obsession

How to Be a Writer

A few weeks ago, a woman asked me for advice about her teenage daughter. “She wants to be a writer,” the mother said. “What…

Instagram’s Higher Purpose

For the instant-sharing photo app, the whole is greater than the sum of its…

The Lost Art of Management

why we hate our managers

Seventy percent of U.S. employees hate their jobs. No, seriously.

And the No.1 reason is because their manager sucks.

Take Time Off

I quit my job at Kickstarter six months ago. A lot of people were surprised. To be honest, even I was a little surprised. Since then…