They're a 1031 Qualified Intermediary service in SC and are based in Greenville.

My numbers are conservatively based on 3 STR's I already own in this market.

I'm renting the place at 1495 currently and, based on comps, this doesn't seem like an unreasonable price.

where's the city this is based in? 

I should have clarified what I mean by “real business”…RE isn’t a business that supports itself immediately like a service based business.

While it is also true that Chicago leans tenant friendly, you can mitigate a lot of that risk by investing in areas that have a stronger tenant base.

I would recommend finding a more altruistic source of information before making decisions based on some information provided here and on the podcast in particular. 

If you like a market, just get a base hit deal there and start spending time at the property getting to know the house, the market, and local vendors.

Bookkeeping, Data Entry/Report Generation from Software (VA), IT, Newsletter prep, Marketing, Payments

For example, I used AirDNA for a property and came up with $54,200 annual income, Pricelabs says $24,600, and my estimate based on the property my in laws stay at is $32,000.The income is the hardest for me to estimate, even using enemy method.