“To succeed at selling a losing product, you must develop seriously superior sales techniques. In addition, you have to be massively competitive and incredibly hungry to survive in that environment.”

In life, you don’t have a level of confrontation and the nonsense you run into when you’re a CEO. CEOs aren’t born.

Volatility and length, that’s the value on an option. 10 years on a startup stock, that’s a big valuable thing.

It’s pretty clear that [customers] know what their budgets are now, and what they want to spend it on.

As companies move to web-based computing they get a lot more servers, which are difficult to manage and control. All kinds of problems can arise – security, quality and worms.

Most large mistakes in organizational design come from putting the individual ambitions of the people at the top of the organization ahead of the communication paths for the people at the bottom of the organization.

In a company, hundreds of decisions get made, but objectives and goals are thin.

A manager can’t act like a role model. They need to BE a role model.

If you have never done the job, how do you know what to want?

You’re better off being The Beatles than The Monkees, as a startup.

It’s hard in daily life. It’s even harder in management because it’s the stress of the moment.

Here’s Kanye, the great musical genius of his generation in hip hop, but, like, society really can’t even deal with him because he’s always saying something that people go, ‘Oh, I can’t believe Kanye said that. I can’t believe he did that.’

In Silicon Valley, when you’re a private company, the entrepreneur can do no wrong.

Sometimes an organization doesn’t need a solution; it just needs clarity.

One of the great things about building a tech company is the amazing people that you can hire.

Mark [Andressen] was more popular than me at the time … He was like Beyoncé, I was Kelly Rowlings

As a company grows, communication becomes its biggest challenge.

I’m lucky that I’m afraid of losing something

The more my dream are fulfilled the quicklier they become realities losing their shine.

But I’d rather be the most-hated winning coach in the country than the most-popular losing one.

I’m trying to figure it out. And I know as a team, it sucks losing a few in a row any time. So you know, we’ll snap out of it.

“I dont know. You just can’t.” “Oh.” This is, of course, the kind of inane conversation that occurs when people are slowly losing their minds.

For all the things I’m losing I might aswell resign myself to try and make a change.

Losing fights, or even winning fights, can be heartbreaking, and you can throw that away, but the truth is that it does make our lives better.

You never realize how much you value something until you are faced with the prospect of losing it.