I am Florida native and insurance decisions are critical, given we are prone to hurricanes.Any investors or professionals in the SWFL area, that can recommend an insurer or broker that they have positive experiences working with. 

Many lenders have investment property experience requirements, meaning the borrower needs to document owning an investment property currently or previously..

NEVER give it directly to an individual or you may get burned.

Happy to chat with you about my experiences

If the answer to all three is Yes, I buy.And let life unfold.I have NO IDEA what the ultimate return will be….NONE….And neither does any other investor if they are honest…..most crystal balls I find are broken.But if one acquires the property is a solid long term manner based on fundamental investing principles and is never forced to sell…History indicates the long term trajectory of price and rents are up.In my experience, real estate follows cycles……. 6 or 7 years of a bull market, 1 or 2 years down (though the up is always larger than the down), 1 or 2 years of flat which then sets the floor for the next run up.

Or are these tangential medical providers with no experience and bad credit?  

But you don't have the experience to handle this one, if they are not.  

I have just begun my first experience with a property management service.

If you have any experience, I’d also appreciate some of the pros and cons.

Consult with a tax professional or accountant for precise guidance on your specific situation, as tax rules can be complex and may vary depending on your individual circumstances.