It is not a employer that you could evaluate, and there are no guarantees he will continue to pay.

We still PG (personally guarantee) DSCR mortgages on properties held by LLCs.

While Section 8 offers benefits like guaranteed rental income and a larger pool of prospective tenants, there are administrative requirements and potential differences in payment expectations to navigate.Before making a decision, conduct thorough tenant screenings to ensure tenants meet your rental criteria beyond their Section 8 status.

Cash flow is also not guaranteed.

Except I don't know the tax consequences of scenario#3.I know the returns and appreciation are not guaranteed. 

Local Realtors will know lenders to send you to so don't worry if you're financing a property of this type.But it is a problem I almost guarantee you'll run across if you're financing a Condotel.

City of Sedona is requiring several things and then they guarantee issuance of the STR permit.FYI, Coconino county did opt into the STR permit requirement.

I would definitely expect some form of a money back guarantee. 4.

My PM charges a pet fee that they keep, but they also guarantee if the pet causes damage (and the deposit doesn't cover it), that they will fix it. 

Some cities do require them to register and have insurance, but that is no guarantee of the work or quality.While many will fight you on this, my suggestion is to never pay up front.