For example, if I could use my phone to take a picture of a damaged AC and the app pulls up prices in my area?

But in those better areas most of the turnover costs is just tenant damage and wear and tear which you will have anyway.That style of floor plan could be under a hundred K to build but watch the quality.So unless your build quality is high to justify the high total cost why not buy existing and just move the lots at a profit?

You have to budget for damage and replacement of those items. 

Always keep in the back of your mind that the cost of a vacancy is miniscule compared to the cost of a eviction combined with intentional tenant damage.  

These entities, when created and managed correctly, can and do compartmentalize the damage from a law suit. 

If someone else caused the damage, she can coordinate having that person pay for the damage ect… 

That's why we also have a simple early termination for leases (1 month + deposit if there's no damages), because they get to walk clean and we get the property back, no fuss no muss.

Having the GF on the lease also protects the tenant, in that if the GF goes crazy and damages stuff, it's GF responsibility, not the tenant's. 

-Ran an airbnb in our basement from Dec. '21 to June '22-In July '22 a drunk driver in an F350 crashed into our home, causing massive damage (~$150k worth)-All home repairs and renovations were covered by homeowner's insurance, and we were compensated for lost Airbnb revenue also-We didn't move back into the home, electing to move into an apartment in October and listing our entire home as an Airbnb now that it is fully repaired and measures have been taken to ensure an accident like this doesn't happen againWhat I'm trying to figure out is, with all this money coming and going through USAA, my homeowner's insurance, what implications does this have on my own tax filings, as well as my Airbnb tax filings?

If you don't have a fine amount, have your attorney write up some type of formal letter warning them they are in violation of the lease and if caught again you will look to terminate or seek damages (or whatever your attorney thinks is best based upon how your lease was originally drawn up).