The cost shouldn’t be double what a duplex is, but should likely be less per unit.

I found a property thru a realtor and as per airDNA it has good potential, but needs good amount of touch up.

Do I really have to pay 8% of the security deposit to the PM? 

Money has to come from somewhere so where will it come from.issue will be if they increase sales tax it will be regressive tax as those who rent and don't own and have low wages will still pay more for everything.

Originally when they were known as FlipOS, they would split up the interest payments,so I would pay the remaining amount for the month the house was purchased and then the remaining balance on the sale of the home to them.  

Debt Reduction - at the very least, another human being is paying down your mortgage and increasing your equity.

Don't want to pay tax on selling the rentals I unfortunately don't think they actually want to utilize the 121 to sell their existing primary and then potentially buy another one-it sounds like the goal is to ultimately continue owing that initial home which I think makes this whole plan 5x more likely to be torn apart under audit because they're trying to end up with the same property they started with.  

I am estimating the note would cost 2.5k per month at most. 

They pay you rent, and they operate a parking business.

Quote from @Pat Aboukhaled: Curious.. do you think a flat rate for the whole season feels more convenient, or would you rather pay per snowfall to avoid paying for a mild winter?