You are in a good place and fortunate to have options.  There is no perfect answer.  

I have alot of thoughts on this and would be happy to speak on the phone. My first opinion in this economy since you are living in Fla is to find a similiar role that you can leverage your experience and relationships. 

Dan,
This is indeed a tough juncture. First and foremost, I am happy you are healing to the point of being able to begin this decision process.

You have many talents to market yourself with. Since it does not seem that finances are the primary concern, I would suggest a major, maybe even top of list consideration, is the happiness/satisfaction factor.

However you land, I hope only the best for you and your family. Of course, depending on your ultimate choice, you would be missed here in NY!

I guess that's the problem when you have options. The good thing is that you have options and they are all good ones. When I was deciding whether to leave my job and take a chance on my business it was similar. I was making good money and had benefits and I could stay and do the business in cracks of time. 

The decision hinged on priorities. I wanted location independence and time flexibility and, of course a way to make money. I looked at the options and picked what fit the priorities. 

Make a decision knowing that it was the best one in the moment - that's all you can do and that's what you will have when you look back no matter how it works out. 

My approach is to run the $#s and see how they breakdown to cover your needs and how each impacts your quality of life and determine what balance you find most to your liking.  Informed decisionmaking usually yields the best outcome.  Got some confidence you'll make the right choice and I remain a phone or Zoom away to talk anything out.