Section 8 may feel like guaranteed money, but they can stop paying or pull back funds at any time for a variety of reasons.  

So, the terms of your lease should be catered to that, with very strict insurance terms, personal guarantees behind any company signing your lease, requirements that lessee handles all repairs and maintenance, additional security deposits, and I would go so far as requiring minimum review quality for the host, limits on quality of guests they can accept, etc.And to your point about Airbnb not doing background checks, you are right.  

There is no guarantee whatsoever that this project will produce profit.

I think any good area of Central Florida, like Lake Nona has a good chance of more moderate appreciation but there are no guarantees... again, it's a gamble. 

As a postal employee, he has a guaranteed pension, but not a lot of savings -- I know, complications, complications).

Machtemes there are late elections available under IRS regulations that can work after 75 days (not a guarantee)

turn it over to an attorney. let them deal with it and go after the company. that is all you can do, you tried to be nice but nice does not get you far typically in business when the other party just walks all over you. file for eviction and go after the personal guarantee of the company.

Also, almost any kind of loan to an LLC whose business is real estate investment will need to be guaranteed by you anyways.2.

Going straight to a traditional lender for a mortgage may seem simple, but this approach will not always guarantee the best loan terms.

As investors we don't pick guarantees, we assign probabilities, allocate on conviction and then manage downside risk where possible.