Never. Think about what you are asking. The probability of anyone's startup succeeding is miniscule. And if doesn't succeed and you've sacrificed friends and who you are, what have you become? Miserable.
I feel like ive invested way too much time to slow down... But im actually out with friends at whiskeys in boston... First time in months. Getting hammmered... Wohooo
Don't let a business and money consume your life.