Thanks again.My assets in Box 3 are all property and will remain tax free as long as the schuld/mortgage/loan is greater than the amount of money invested into the Asset.

And, this would be correct based on the facts presented.However --  IRC Sec 280A(d)(4) should be the advantageous path as long as the rental period is qualified. 

As long as you buy it with the intent to live there, you're good.

They are reported at the Assessors site as 4-plex's and the zoning supervisor has confirmed that they are legal but now non-conforming as the zone district was later changed to duplex zoning  and are thus "grandfathered-in" and can continue in their use as 4 units for as long as desired. 

@Mary Jay it doesn’t matter the actual transaction methodology as long as there is a clear trail between appropriate entities.

In my opinion this is the real danger:https://www.usdebtclock.org/We'll be fine as long as faith remains in the dollar. 

For my units, we maximize profit by minimizing low/no rent periods and out of pocket expenses and then keeping paying tenants as long as possible.

Okay with me as long as Section 8 says okay. 

Likewise, you should be able to return it in any fashion possible as long as you have documentation that she received it (Venmo should have a record in lieu of a cancelled check). 

I say improve where you can as long as the numbers make sense.