I really enjoy hosting guests through Airbnb.

I really wasn't enjoying entertaining the idea of moving to Pueblo.

I am in the western suburbs, and also enjoy cars and trucks.. even a boat and motorcycle... what type of commercial are you looking to get into?

I'd take this on in a heartbeat and enjoy myself the entire time.

This way you enjoy a year of cash flow (if your numbers are actually what you predict), then 1031 exchange into something that cash flows better, like multifamily outside of Nashville. 

If the place is otherwise acceptable settle in a enjoy.

I would really enjoy tackling a fix and flip property.

The target market seems to be millennials who are transient, place high value on experiences in lieu of possessions and seem to enjoy the services these co-living start ups offer.

Should I go for it and spend the money up front then refi, or should I sit back, leave the good tenants alone, enjoy the cash flow, live with the property in my view looking slightly rundown, and wait to do any major updates after a tenant leaves.P.S.

It may take two years to execute, but you can cash flow during ownership and enjoy an increase in value from improving the performance of the property on sale or refinancing.