Jersey it tough but doable.

My thought process so far:-Total cost of the home: $400k translates to $2500/mo with $80,000 down-price of the home seems in line with comparables in the area-similar homes on AirBnB and AirD.na go for $400-600/night-assuming a rate of $420/night it would take 72 nights to cover the mortgage-a quick availability check on AirBnB makes that seem easily doable.

Obviously, the latter would likely require an actual PM, whereas an 8-unit place MAY be doable without one in my opinion.

I think your deal is do-able we'd just have to talk through it to make sure.  

It is doable of course, but can be daunting to someone who has never done it before.

Is this doable?

. $100 is what I plan to finance, so the high 100s might be doable.

Is this do-able?

So my first question is, is this tailor-made exit strategy thing doable at the very beginning?

This is doable in the Cleveland market, though you'll probably be buying foreclosures that need some rehab.