Episode #129 of The Knowledge Project is with Marc Andreessen. He talks a lot about probabilistic domains like investing or poker. In investing success and failure are not evaluated per company or decision, but rather on the level of a portfolio or fund.
[In investing] you don’t have to score 100%. Not having to score 100% basically means you can take chances.
I thought it was an interesting topic, especially because I’ve been thinking about risk taking for about a year.