Then set a policy as to how much late rent is enough to ignore vs filing a unlawful detainer (or whatever your state calls it.)

A candid interview with 5 different sets of partners talking about their specific terms as far as responsibilities and costs would be a great show. 

So, setting aside the cash flow he enjoyed for the last 40 years, he has a profit of $305,000.  

The STR owners have banded together and are meeting with the town as a group, and it looks like the town will adopt some STR rules allowing and setting guidelines for STRs. 

Miami is still doing well, Fort Myers is adjusting and has lower real estate than 12 months ago, etc..)My simple thought, for what it is worth, is choose a place to live and not invest in:  choose the location you and your family WANT to live in ( because of the schools, taxes, weather, other family there, etc...) and then buy and do real estate there (and get whatever licenses you need once you start third party management).I wish you well!

If you have a seller-financed deal, I can help you line up a DSCR loan and set up a second position behind it so you don’t have to come out of pocket much.

Setting financial and lifestyle goals and using lessons from your current setup can help.Good luck!

It's set up to be accessible and appealing to your audience.

Read "Set for Life" by Scott Trench or "The House Hack Strategy" by Craig Curelop.

It is clear from the interview that their main skill set is raising money and they partner with other "Co-GPs" who focus on the operations.