It will take a while to happen. That’s the thing. It takes at least a year (in my experience) of being jobless to get to where you want to be, but people want to get there before they even quit their jobs.

It’s not how it works. You’ll need to let go and risk a little, and trust the process. Save money enough for 3 months at least ( combined with your side incomes) and go for it.

If you want the wild ride, take the wild ride. Don’t try to make it not-wild :)