Your second ducat, like your second million, is never quite as sweet.

Expectation is a statistical fiction, like having 2.5 children.

Samuelson, however, hedged his personal bets - by putting some of his own money in Berkshire Hathaway.

Use "entropy" and you can never lose a debate, von Neumann told Shannon - because no one really knows what "entropy" is.

The more improbable the message, the less "compressible" it is, and the more bandwidth it requires. This is Shannon's point: the essence is its improbability.

The best paradoxes raise questions about what kinds of contradictions can occur-what species of impossibilities are possible.

The best strategy is one that offers the highest compound return consistent with no risk of going broke.

The ultimate compound return rate is acutely sensitive to fat tails.

In real conversations, we are always trying to outguess each other.

The story of the Kelly system is a story of secrets - or if you prefer, a story of entropy.

A bit is worth 10,000 basis points.

I believe that it is impossible for two individuals not committed to their own and each other’s well being to sustain a healthy and enduring relationship.

It is not impossible to rule Italians, but it would be useless.

Text a guy you like right now, "I'm thinking about you." If he says, "mmm are you in bed?" Never speak to him again he's a lifelong moron.

The only free mind is one that, pure of all intimacy with beings or objects, plies its own vacuity.

We must learn how to explode! Any disease is healthier than the one provoked by a hoarded rage.

We have but to remember man's natural tendency to satisfy his desires with the minimum of effort to realize how political power will be utilized.

To me, is the way to make the most impact - let the actions speak louder than the words.

There are only two reasons a non-seer would see a spirit on St. Mark's Eve," Neeve said. "Either you're his true love . . . or you killed him.

Whatever you want in life, you've got to give away first.

I think people who have faults are a lot more interesting than people who are perfect.