As long as the city considers your property a true SF, you shouldn't have any issues getting this permitted (in theory, yet to see how some municipalities will handle this law).

Our standard language states:In the event that Tenants decide they no longer want to live together, ___________ will be considered the primary Tenant to make decisions about modifying or terminating tenancy.

@Aaron Zimmerman Good point about structure set up and determining cost bases.

@Peter NeillI see you're back with PPR.I'm considering investing in PPR within my Roth IRA? 

We are seriously considering  rent to retirement properties given the relative passive nature.

To make taxes easier we set up a business checking account and had all the rent paid into that account and all the expenses paid out of that account.

Consider having a tool like PropStream or Foreclosure Radar. 

Consider transaction costs as well as losing the principle residence exclusion.

If you want good cash flow but amazing appreciation potential and rentals you want to hold for the rest of your life, I would definitely consider Columbus!

I’m considering this one because it advertises help with tax structuring and LLC advice which is appealing to me.