According to passive activity loss rules, every business is obligated to adhere to specific criteria, especially when it comes to short-term rentals.

It is in a tiny little town similar to a  downtown district where you have alot of businesses with home sprinkled within. 

If you’re not using a PM (I’d suggest getting one.) then I wonder if there aren’t business that specialize in moving out tenants.

They are usually good with their trade, but poor with their communication and with their business practices. 

According to passive activity loss rules, every business is obligated to adhere to specific criteria, especially when it comes to short-term rentals.

You can do both (though I wouldn't attempt to file business taxes myself), or you can do the bookkeeping and hire out tax prep, or you can hire out both.

Are you a realtor looking to increase business?

They have to in an effort to make the business profitable. 

I feel that if both parties understand the risks; if real estate investing is their business, if both parties are sophisticated and experienced investors, and both decide the risks are worth taking, then subject to can be a workable tactic.  

I did not know that most DSCR lenders don't prefer a business model aimed towards student renters.