Any advice, estimates, or red flags I want to hear! 

This organization hasn’t given a red cent to benefit a single black person.

Start watching homes for sale to get an idea of the market, rental listings and prices, city and zoning rules etc.

@Pete Panci zoning and building code for ADU's is tricky here.  

On that note, you might not want to mention to your lender that you intend to move out and convert it to a rental...that would be a major red flag in terms of getting a HELOC.Another big advantage of the HELOC is you only pay if you use the funds, opposed to a cash out refi where you'll be making payments whether you've deployed the capital or not.

@Ryan RaderMake sure you understand what it’s zoned for.

It's like going to the casino and either betting black or red on roulette. 

If not spend the $350 to fly out one Friday night on a red eye, spend Saturday looking at the property and fly back Saturday afternoon.

You gotta find the right zoning and then contact the city to ensure there are no other investment STRs within 500' of yours.

Stick within the guidelines and safety zones and you'll be fine.