Typically you’d call Airbnb to complain and they will do the leg work finding you a ‘comparable’ place to stay on their dime.

I pulled comparable rent data from rentometer.com.

I pulled comparable rent data from rentometer.com.

I didn't think about comparing Amazon.

So I would get some updated realistic (not prayer-based) comps, and then compare what you could sell it for (including commission and costs of sale, of course) to what you'd still need to do in order to make it sell-able, and hope that the #s work out so you still make a little profit or break even.You can do a buy and hold analysis too of course, but it sounds like you already have a sense of the market and have figured out what a lot of buyers haven't yet figured out - that multis are selling for prices that are unsustainable because the sale price isn't justified by the rents.This is a risky phase of the market to be paying a lot for a rehab property and running out of money.

I would usually shop by many lenders and compare their rates.

Not many fears as a parent compare to having a sex offender living near your home. 

Cash flow has a much higher degree of control compared to the SFH market. 

Only other thing I was thinking is I would probably cut my roommates some slack on rent compared to having 2-3 tenants in a home where I do not live, farther away from downtown allowing me to align my pricing more with the market.  

For your second question, it depends on where you're comparing the condos to homes.