“The chance of failure is almost always better than the guarantee of never knowing.”

I think bad politics are incredibly dangerous, so it’s important to make sure that people are communicating well. Culture and morale are super important. It’s best to not force it, but let it happen organically and genuinely.

The IT model of the enterprise has become a lot more user lead.

Any time where the delta b/w what is possible and how things work today is at its widest, that’s an opportunity to go build new technology.

The only way to avoid disruption is to constantly do what you would if you were just starting out.

It’s unfortunate biologically we have to sleep.

Uber is a $3.5 billion lesson in building for how the world *should* work instead of optimizing for how the world *does* work

Better to be right about the trend and wrong about the implementation, than the other way around.

A lot of being productive personally is determined by how you organize your entire business. You can’t separate those two things.

There’s a lot of pride that business owners have. It’s actually really critical that pride and ownership extends to everyone in the organization. I think of everyone is in the same boat in driving the company forward.

All we’re really doing is repeating technologies that were tried 10, 20, 30 years ago… it’s just that it was too expensive, too unusable, and we didn’t have the enabling technologies to make it possible.

If people don’t think the odds are against you, you’re doing it wrong.

Read these 3 books – Crossing the Chasm, Innovators Dilemma and Behind the Cloud.

That’s already been tried before only means the first attempt got it wrong.

If there could’ve ever been a magical time to build an enterprise software company, now is absolutely that time.

Innovation is hard because solving problems people didn’t know they had & building something no one needs look identical at first.

My dad is a chemical engineer, and my mom was a teacher. They were pretty serious about education, but I always thought about things a little bit differently.

Everything is chance, or nothing is chance. If I believed the first, I would be unable to live on, but I am not yet fully convinced of the second.

The designs we see in nature are not the result of chance.

Couples often live out years of falsehood trying to protect and save a relationship, all the while destroying any chance of real relationship.

You’re begging for a second chance since you’re sure you can prove it was just a silly misunderstanding unfortunately I’d rather drink bleach than try to get along with you.

You can take a chance with any man who pays his bills on time.

There is no shame in wanting to heal. It is a chance to rebuild yourself, bigger and better than before.

Chance is a kind of god, for it preserves many things which we do not observe.

Isn’t it better to have men being ungrateful than to miss a chance to do good?