It's a win win situation if you make sure the numbers work out prior to getting the deal done.

Wouldn't work out, right?

Does the monthly cashflow work out better on a loan of $75,000 ?

We are going to sub most of the work out. 

I work out of Merchandise Mart most days of the week.

I was unsure if I could break our agreement if it didn't work out so thank you for clarifying on that. 

Knowing the numbers takes most of the guess work out of anything when it comes to deciding between one investment strategy and the other.

I am looking at all of these comments and wondering how much are you going to charge a night vs a hotel or motel chain. they will be your competitors. at the same time most seems to work out as with rooms and income with seems to work out.

I also have about $20k I can borrow from my 403b.I'm talking to the owners (husband/wife) this weekend, and I want to come armed with some ideas to present them that would enable me to purchase the building (granted all the numbers work out) or at least have control of the building and any future appreciation.

If they check out as a good tenants i would take the shot term rentals as often things do not work out as planed.