I always dig into the borrower though (character) - honesty, experience, skill-level, etc.

Depending on your income level, you may be able to take some losses on your return.

Did you have to jump through so many hoops and provide this level of personal information?

Luckily for me the state of Florida has state level protection which bars municipalities from passing new or amending their existing laws.That said, I am seeing cities like City of Saint Pete crack down and are enforcing their laws for the first time in years.  

MB's calculator is a great tool, and also a very dangerous one if you dont know how to use it or are not familiar with how to use excel at a medium+ level.

And you get feedback at a level high enough to determine how to proceed. 

Which is not easy for possible for many people (like your husband).Once you really know what to do, the risk level drastically reduces.

You could also try looking up money judgements filed against local businesses at the magistrate level and target them with direct mail or driving for dollars. 

If it's currently an STR they should be able to provide you with the p/l statement from prior years so you can see gross rents, operating expenses, average daily rates and occupancy levels.

And while seller financing is a very common practice in business acquisition, the good deals are not being done with high levels of it.Particularly with smaller deals, and especially with a business like a laundromat, there are cash buyers out there.