Just the fact that you keep up with the stuff on this board means you probably already know, and always will know, more than most of the people in this field--even if you quit cold-turkey--because outside of the SV bubble, most tech workers are really only experts at coffee, Slack, meetings, and the art of looking busy.

I think this is more about your frame of mind. Without a wife or kids, you are in a fantastic position to establish leverage, wherever you may be. One mistake I made in my early career was trying to stay on top of the tech and credentials. After running my own business for a few years, it became very clear that things like empathy, physical dominance, patterns of speech, grooming, and basic manners are far more powerful when it comes to getting what you want.