Thanks for the detailed response and the kind offer. I appreciate this advice especially the less obvious piece. The typical (hobbies, hang our in public places etc.) advice just haste historically worked for me however throwing myself into my business and keeping it as my number one goal has actually helped decrease my loneliness substantially. I didn't notice until you mentioned it but I vacillate between being ok with letting money driving me and feeling like above that nonsense. I'm currently in an "I'm above that" mode, which has allowed my mind has wander and loneliness to grow. Thanks for pointing this out, I appreciate it.
> I vacillate between being ok with letting money driving me
To me there has never been anything wrong with money being one of my motivations, although I always balanced it with family life and enjoyment of the job.
I worked two or three jobs a day for a generation so I could have enough money. I wasn’t safe when I grew up, and I have never felt “above that” ;) My kids grew up safe. Money means I can take care of my family’s substantial medical bills and have some reserve if things get wonky. It means my farm is completely paid off, no mortgage and no credit card debt. Having money saved meant that when I was fired from one gig I could take nine months off to level up my skills and get the best job of my life. Money meant that we could get a new roof when we needed one, as opposed to spending years when I was a kid with pots strategically located under holes in the ceiling during winter.
Nothing wrong with treating money like the valuable tool it is. To me it’s amazing that you are able to turn the spigot on and off (not being facetious).
The single best antidote I have personally found against loneliness is staying busy doing things I really care about. If you would prefer something outside of work/career/projects, there's almost certainly some kind of self-improvement To-Do list you've built-up. Why not start tackling it with gusto?