In Indianapolis C to B class neighborhoods I have rarely seen insulation upgraded on rentals especially doubles that have never been owner-occupied.  4th air gaps,  poorly fitting windows, and doors can be easily corrected with proper caulk and weatherstripping (usually).

Does anyone have suggested property management companies they've used in Florida that they can recommend I reach out to, to see if we're a good fit for each other?

I started out with a great cleaning company that did great work but the owner and I were not a good fit, they cleaned well but she didn't like my over communication. 5.) 

It's not a small bill like planet fitness after all.

Never force the numbers—if they don’t add up, the property isn’t a good fit.

I’d join the brokerage that is the best fit personality wise for you and spend all my spare time networking.

Partner Driven saw the potential to generate a solid return with minimal risk, making it a perfect fit for our investment strategy.

Real estate is transactional where people are involved so it won't be a black and white answer.The best to do is to find an agent that fits your needs and guide you through the process.

Your father-in-law will want to minimize his tax liability on the capital gain and think about how the sale fits into his estate planning strategy.

Main problem is none of the home on market fit our needs/wants.