If you have mastered RE principles, assessing the value of the collateral is fairly easy. 

A jack of all trades is a master of none!

This can be made easier with a Masters in Real Estate or Finance, or an MBA.  

.: I get what you are trying to do and protect, but this is a very slippery slope to get into....In the veterinary field we see this all the time....upset clients going on social media and trying to destroy vets and clinics..... and a lot of the time post complete bullsh$t and inaccurate accounts of the situation.

I also have masters degrees in both engineering and finance.

Pick one strategy and master the due diligence side of it.Another thing to keep in mind is how much capital you have, and how many properties you want to acquire.

I know for a fact that Chase has an internal condo approval process for all loans being sold/brokered to them. https://selling-guide.fanniemae.com/sel/b7-3-03/master-prope...For FHA, the guidelines are FHA 4000.1.Also, this: https://www.hud.gov/press/press_releases_media_advisories/hu...Long story short, condos are becoming increasingly difficult to finance.

The homes I own total to 24 bedrooms, 8 bedrooms per home (1 master and 7 shared bath bedrooms).

The master has the same laminate as the main floor and the 2 bedrooms have carpet.

.- The numbers may have an impact on your decision.You may also want to read your condo's Home Owners Association Master Deed & Bylaws to make sure there are no restrictions on any type of rentals. - Many HOAs have LTR restrictions and some now have implemented STR restrictions.Also, hopefully you've updated the home insurance policy of your current STR rental from a homeowner's policy to a landlord policy.