That makes your bookkeeping easier, and it can also provide liability protection if you hold title in an LLC.

Crossing the lines may not provide proper liability protection.Personally, I just kept my SF rentals in my name and got excellent insurance coverage, $500K per property plus a $2M umbrella.

That would be glorious...lol quite honestly to get a longer contract and have them turn into longer term tenants provided they are good of course.

While I do believe that some of the posters on BP are able to do a quality job self managing their portfolio of STR properties, they are spending a lot more time doing it than they’d like to admit.10 years ago in many markets STR provided outsized returns.  

Based on the information provided, you can only claim a capital loss when you actually sell or dispose of your REIT investment, not when the REIT simply returns a portion of your principal.

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Wouldn't hurt to consult a tax pro just to make sure there isn't a more tax effective strategy but I don't think lending provides any tax shelter.

This ensures you can provide them with a clear and accurate scope of work.

You can easily tag each transaction using categories that synch to your Schedule E for tax time.

Raleigh only allows 2 STR listings per house, but you could easily rent the others as mid-term through airbnb's platform (I do this).