I played dumb and asked him where he, his wife and infant son were going to live.

The accountant has to play "catchup bookkeeper" for the entire year --- but (s)he gets paid for it apparently...All that being said, there are other advantages to having an additional checking account. 

But at the same time, I have realized when you trigger an address by filing something it usually sends up a flag to the local tax commissions or authorities for the address listed which will sometimes trigger more back and forth explanations where everyone is looking for their share of any income produced.  

Something to decide on now is how passive of a roll you want to play in the deals.

I was doing some research into the DC Housing Authority requirements and I came across an article in their code that stated the minimum occupancy for a 5-bedroom home is 10 people.

So that can not play any part in your decision.

Another great author is John Schaub and his book Building Wealth One House at a Time.

Tiffany's next home, should I evict her, will be a cardboard box next to a dumpster, as she is wholly ineligible for public housing under local housing authority regulations and she couldn't pass either a credit or an eviction check if her life depended on it.

So long term play for appreciation is Dallas, Houston for cash flow.

If they can't/won't accept the increase, they'll move on and you'll find someone else.I don't play around with incremental rent increases stretched out over time.