I agree with Ned that Probate would be much easier and quicker than Tax Lien Auctions.Many more risks if you don't know what you are doing with Tax Liens.

I e-mailed the city council people and the response I got was basically "We're not allowing more than 250 STR's in our city so get in line".

What would be the biggest help to you atm in your real estate journey? 

Looking at Visio lending at an option as well.Visio seems more established and longer time in business.

BP has various tools to help you analyze your deals (rentals, flips, wholesale, etc). : https://www.biggerpockets.com/investment-calculators7.

Aloha Patrick,  please DM me, I would be glad to help.  

They will be familiar with the market and can provide more competitive terms. 

Having to buy another primary residence, to avoid tax on the gain of your current home, has not been a requirement for over 20 years.Assuming it was your primary residence from the beginning, and you have not moved out/rented it for more than 3 years, you gain is exempt up to $250k filing single and $500k married/filing jointly.

I'm not sure AirDNA will help much for mid term rentals.

Thank you for the tag brother.Hey @Randall Owens - I would love to connect and hear more about your project.