Optionality

“So much of what we do is about creating optionality, and you try to maximize optionality, but when I look at my life, I think about getting married, having an amazing wife, my kids, and even starting this business. My greatest joys come from when I have commit…”

“I was someone who always valued optionality. I think there's a massive tax on optionality when you can move this fast and try a lot of things.”

“I think in my career, it's actually been better for me to take strong opinions, which in my deepest of hearts, I know that are maybe not correct or not fully correct. But once you take these strong opinions, it just, You can sort of move many steps down the ro…”

“I think a lot of people blow up spectacularly online and lose their focus because once you do start getting a little bit of success, you'll get a lot of optionality. And you'll have to make really hard decisions that make people don't like you by saying no to …”

“I think that optionality is the most expensive thing you can buy. So both financial options, but also more importantly, life options. So too many young people spend too much effort focused on preserving optionality in lieu of actually making decisions. So I fi…”

“What you have to be really careful about is often enough, what you give up is not just equity, it's optionality, right? It's optionality to go out and just do things without having to worry about the big picture all the time, just because customers are demandi…”

“What we're really playing for in the optionality, half the portfolio is asymmetry. And really it's not about batting average. Like it's okay if we're only right. 30% of the time, which is not intuitive at all for public markets investors.”

“Never do things to gain optionality. Optionality is bad. You need to really have a purpose-driven life.”

“There's a danger of, I want to keep all my options open all the time and I'm never going to commit to anything that might reduce optionality, and that's not good either. It can be too extreme and you can be too much a Jack or Jill of all trades because you don…”

“Debt reduces optionality. Debt is consumption of your future earnings, but you're consuming them now before you make them.”

“That cut the bait sooner than I used to. I valued optionality too highly. I wanted options. I sometimes over invested in things where I should have seen the signals that this isn't going to work and cut that particular investment, that particular idea sooner. …”

“The idea that much of success is, is not about pointing to the fences and hitting that one home run and walking off the field. It's more about having lots and lots of iterations across multiple games in your life where you're trying to source as many cheap opt…”