Hey jason, a lot of investors based in markets like California and New York are choosing to purchase their investments OOS in the Midwest because of the affordability and numbers making more sense.

So the question becomes based on their individual and personal tax situation what is the estimated tax burden they'd save? 

Airbnb is very algorithm based and despite the popular opinion its not hard to stay in good standings on the algorithm. 

Are you not necessarily denying him based on screening criteria - Some landlords make it a requirement to view the property prior to letting the applicant apply.

Here’s my perspective based on personal experience.For some context, I’ve been investing in real estate since 2019, primarily in Detroit, while living in California.

I actually keep a list our bookkeeping firm recommends based on firms/individuals we and our Clients have had good experiences with as well as I've personally had good experiences with.

Sounds like you are going with a Fannie/Freddie type loan based on the cap of 2%.  

Andy Sirkin, based in San Francisco but supposedly has done some in Las Angeles. 

They will base their DSCR calculation on the market rent 1007.

To start your journey, I recommend focusing on building your network by joining meetups and engaging in online forums, while narrowing down your first investment based on your budget, market, and goals.