It gets worse, no rent rolls, supposedly the one tenant, paying the $1200 has prepaid months in advance.

If it is under rent control I would think twice about under market rent.I would never take 6 months prepaid rent, it is not yours to keep if she leaves early so it does nothing for you.

and there is also a very big school tax on transfer looks like sellers paying that one.lots of prepaids in this deal and the PMI is simply so you can house hack with such a low downpayment.. dont want PMI put more money down

@Jason Riddick might work, You would need 80% LTV so 320-265= 55k minus a few thousand for closing costs/prepaid.

AirBNB does not accept prepaid credit cards, which means guests need an actual credit card.

Checking for income/expenses and then savings for your escrow account for prepaids and deposits. 

Try googling "closing costs and prepaids" 

Is it a good idea to request a higher security deposit of $4350 (is 3x the amount of $1450 rent) and 12 months prepaid checks to pay for the monthly rent.

They don't take into account reserves, prepaids, etc.

I prepaid the interest only loan payments 1 year in advance so that while I was rehabbing the property it would cash flow better.