One misconception is that entrepreneurs love risk. Actually, we all want things to go as we expect. What you need is a blind optimism and a tolerance for uncertainty.
Drew HoustonYou're not going to become a great manager overnight. You're not going to become a great public speaker or figure out how to raise money. These are the things you want to start the clock on as early as possible.
Drew HoustonWhere you live matters: thereโs only one MIT. And there's only one Hollywood and only one Silicon Valley. This isn't a coincidence: for whatever you're doing, there's usually only one place where the top people go. You should go there. Donโt settle for anywhere else. Meeting my heroes and learning from them gave me a huge advantage. Your heroes are part of your circle too - follow them.
Drew HoustonEven if it doesn't work out, the experience is so valuable to so many employers that your worst case scenario is, 'Ok, so that was a bust, I'll get a six-figure job at whatever company.' Risk is this outmoded idea - your parents might not understand that, but taking these types of risks doesn't have a downside.
Drew Houston