If you have savings to cover at least 1.5 years worth of expenses, do it. If within a year you don’t manage to pull it off, you can always go back. I just did so myself. 2 weeks ago I left a very cushy job at Amazon making $500K/year to work for myself. I wrote more about it here: https://medium.com/@dvassallo/only-intrinsic-motivation-last...

Don’t bother with people saying you can only do this at a very young age. I’m 35, have 2 small kids (ages 2 and 4), and no household income right now. You don’t need to risk anything important to try your own thing. I wrote about my risk taking attitude here: https://medium.com/@dvassallo/freedom-from-success-54ca98fd6...