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

The key to high-quality communication is trust, and its hard to trust somebody that you dont know.

It’s quite possible for an executive to hit her goal for the quarter by ignoring the future.

You can take somebody’s job, you have to take their job, but you don’t have to take their dignity.

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.

When I see old movies with women in floor-length dressing gowns, or when they’re going to the store and they’ve got a pillbox hat with a net over the eyes and white gloves,

We can be knowledgable with other men’s knowledge but we cannot be wise with other men’s wisdom.

The value of life lies not in the length of days, but in the use we make of them… Whether you find satisfaction in life depends not on your tale of years, but on your will.

If people know we expect good things from them, they will in most cases go to great lengths to live up to our expectations.

I dont know whether you’ve ever looked into a miner’s eyes for any length of time, that is. Because it is the loveliest blue you’ve ever seen.

You can always tell the Catholic schools by the length of the cheerleaders’ skirts.

Every time you think a thought it ‘registers’, and comes back to you according to the vibrations and wave lengths sent out from your mind.

There’s no need to explain anything at length. Let go of love and hate and let things be. That’s all that I do in my own practice.