@Lee Banks New York is an expensive city to live in - is this by choice or for work?

They're probably areas you don't want to be in.

The Pigeon Forge area is pretty saturated and anything in Florida has super high insurance rates.I'd identify properties and run the numbers along with insurance quotes.If you get a good enough purchase price you could likely make something work.Look at travel times to attractions, amenities, views (water, mountains etc) and see how your local competition to any subject properties your interested in is doing.

Sounds like you’re in a great position to get started, and it’s smart that you’re doing your research before jumping in.

Hi Santa Cruz Folks, Would you like to set up a Zoom call to check in?

Getting back in is a great step, especially with the lessons you’ve already learned.

How’s the area you’re currently invested in?

To me the best asset to be in is to have Debt.  

Quote from @Jay Hinrichs: curious what is the asset catagory that you invested in ??  

Depending on what city you are in, I suggest house hacking your first property.