“Yeah, I became a successful entrepreneur… Eventually”

Until you make the effort to get to know someone or something, you don’t know anything.

As a startup CEO, I slept like a baby. I woke up every 2 hours and cried.

Don’t punk out and don’t quit.

Over the last ten years, technological advances have dramatically lowered the financial bar for starting a new company, but the courage bar for building a great company remains as high as it has ever been.

Leadership is hard to train on.

The only thing that prepares you to run a company is running a company.

A key thing in being a leader is you’ve got to pause yourself.

I emphasize to C.E.O.s, you have to have a story in the minds of the employees. It’s hard to memorize objectives, but it’s easy to remember a story.

Relationships built from a business do better than the reverse.

Groupon looked like a very high valuation, but any investment in a great company at any stage is almost always a good investment.

Planning is valuable, tho the plan is usually useless.

When raising money, you want to look through the lens of ‘What happens when things go wrong?’

Your employees know each other better than they know you.

The person they’re working with, is going to be the person they’ll know more. So if that person leaves, they’re going to go – well, should have I left too? What did they get and how does that compare to my deal.

Breakthrough ideas usually come from guys who look like they’re hallucinating

Wartime CEO is too busy fighting the enemy to read management books written by consultants who have never managed a fruit stand.

There are three reasons for becoming a writer: the first is that you need the money; the second that you have something to say that you think the world should know; the third is that you can’t think what to do with the long winter evenings.

Becoming rich isn’t as much about getting rich financially as about whom you become, in character and mind, to get rich. I want to share a secret with you that few people know: the fastest way to get rich and stay rich is to work on developing you!

Every compulsion is put upon writers to become safe, polite, obedient, and sterile.

I think I became my own stylist by not knowing any better.

I didn’t become a Tory just to become part of a managerial group who wanted to run the country…

Being an outsider at all times is both unhealthy and useful, because you become much more objective about things.

Man became free when he recognized that he was subject to law.

Leaving the European Union really does give us a chance as a country to become more outward-looking, to become more competitive, and to deepen our links with our partners right across the world.