I'm really fascinated by this career path. As I approach 40 I'm really feeling the pain of the whole developer vs manager dichotomy. The fact is, I've always been comfortable on both sides as a generalist and a team lead, but as my career progresses I'm increasingly feeling the pressure to specialize either by going full-time or specializing in some area that can command a hire salary than the reams of bootcamp dev grads + 5 years experience are claiming. One path would be to found a company and raise money, but I don't really want to spend my brainpower on pitching investors, and the thought of having employees dependent on me feels stressful. I figure I have enough general experience with tech and business that I ought to be able to bootstrap a comfortable solo lifestyle business, but what?