In that scenario even though the given professional might have a heavy amount of experience in a handful of jurisdictions, they have someone on their team that they can pull in for areas they aren't familiar with. 

Won’t you have to paint and re-carpet again the next time there’s a heavy rain storm?

We do not disappear overnight and do not struggle to pay our subs.

Finding these deals and being involved will take a lot of time and college has the risk of adding heavy debt.

In your case, the competition from cash-heavy buyers is driving prices beyond what makes sense for a commercial loan based on current NOI and DCR requirements.As for your dilemma, I’d recommend sticking to your numbers.

I would disagree with number 2 - in this environment, heavy rate buydowns are a common tool in the toolkit for lenders and borrowers to make deals work and are in no way indicative of "not being well-capitalized"

STRs have platforms that do much of the heavy lifting to advertise your unit once you've set everything up.

The other "economical" areas are going to be more management heavy (think cheaper houses that are expensive in the long run) and the A/A+ neighborhoods will be very difficult to get cash flow (think Elmwood Village or Hertel Ave duplexes that are $350-400K but gross $3600/mo on the top end). 

The AirBNB market here is over saturated so they are working that space between LTR and overnights but without the AirBNB baggage.Creative.

Hire one that is heavy into STRs.