re: Folks who left their employment to pursue their own company/self employment .....

I’m 50 and wish I would have done it before I had kids, became the sole bread winner etc etc. I’m tired and no longer have any fire as I’m tired of working for someone else even though I’m well paid, moved up the ladder etc etc. Zero motivation.

Whereas had I started my own company I would now be at the point of having a management team or whatnot in place and be in a position to start looking at my exit strategy.

I’d say list out the pro’s, list out the cons and make a decision. If you don’t have any responsibilities then jump asap and do it. Worse case in a year you can go back to the public sector as a W2 employee again.

As the saying goes, stop thinking about everything that could go wrong and start thinking about all the things that could go right.