I have been down this road before. But what I realized was, when you quit work to go find the "deeper" meanings of life, it is very easy to convince yourself that you are actually making progress when the opposite may be happening.

What I also realized when I did get back to work (and satisfying work at that) was all the philosophical stuff took a back seat and that was not a bad thing.

Uncertainty imho doesn't correlate very well with long term happiness.