Something to keep in mind here is perspective. Notes still plays full time. His perspective will be far different from a guy the same age who rarely plays at all, much less full time. I am only a couple of years younger than him, and I no longer play live, nor will I. Age and health are key factors here.
You can either dispose of your stuff or your estate will. Speaking only for me, I prefer to be in control of where my stuff goes.
As Notes said, just don't start cleaning house until you are 100% you are done. I "retired" in 1994 and sold a lot of stuff. 4 years later I started again and had to buy new stuff. I "retired" again in 2006. Then I decided I wanted to write again in 2009 and put a studio back together and had to buy new stuff. Then came the big dream in 2017 to buy an RV and just go live in the wind. Sold a lot of my stuff, including my Nord Electro4. I started to miss that board and found another one (this time with manual drawbars instead of electronic). Then a bunch of modules. Then more guitars. Then this. Then that. Now at just shy of 71 I am done with it, partly dictated by my health. The guitars should go to someone who will play them. 3 I am keeping because they are willed to specific people when I croak.
All about perspective. There is no rush for you to divest, Billy. List it all and sell as you get respectable offers. You are not that desperate 29 year old who has to sell a guitar to pay his rent. My take on selling is to use Reverb or put the stuff in stores on consignment but that's more because I don't like people and don't want them coming to my house. Reverb, eBay and your local Craigslist if you don't mind having to see people.