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Skin in the game

The world respects those that take risk. People that put skin in the game and are willing to self-sacrifice to build something greater than themselves.

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Flexibility, preparation and imagination

There have been three times in the past six months in which I felt that I was close. Almost there. Then things fell apart at the last minute.

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When you lose your largest customer...

My primary consideration when you lose your largest customer: do not freak out. You'll find new clients and this moment will pass.

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Successful startup founders are Invictus

In startup land, we build multi-billion-dollar empires in less than a decade. In startup land, self-reliance is paramount.

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The Jetski and the Shipyard

Startups are like a jetski. When you turn them left, they go left in a furious manner. Large companies are shipyards. They're often slow and complicated.

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Suicide and founder depression

2017 was the most challenging year of my life. I had depression. I thought about suicide a couple of times. Often things felt scary.

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Tests of endurance in unicorn building

In the business of rapid scale, it seems like every startup must go through a few tests. I have seen it happen with every company I worked for and with.

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On having strong views but holding them weakly

Having strong opinions is important. It will make people listen to you. Holding them weakly and adapting demonstrates character and humility.

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