How much, well that depends how good or bad they are.It sounds like this is a turn-key type of company. 

Be confident the mortgage company, and the wholesaler is well aware of the procedures and will out maneuver you, even if you are factually correct. 

I think also, depending on how hot it is there it could be a + or - as I believe it absorbs heat as well.

Hello, I am considering a medium term rental myself for a period of 60 days, and was hoping to develop a solid pitch for the homeowner to provide payment outside of the airbnb platform.

I highly recommend a well-qualified REALTOR who works with investors and knows how to help you best.7.

The strategy you described makes perfect sense, especially given the relationship-driven nature of the commercial industry.I appreciate you taking the time to go into detail about why this approach works so well.

Well yes technically they can do it but they will not.

They're looking for a quick close within 30 days so they can get the cash in hand to purchase their next primary residence.A solution would be to withhold a very small portion of funds in escrow, but the seller would have to cover the rent as well.

@Alex P.Here's a few references to start that may help you to find the answer to your question: Treasury regulation §301.7701-(3)(b)(1)IRS Private Letter Rulings 9807013, 200732012 and 201216007If you need help finding these or interpreting them, as well as knowing how reliable they are for you to use for your own taxes, consult a tax professional. 

Looking as well