I'd encourage you to at least attempt a negotiation.

This would mean less forced appreciation, and an assessment value closer to the ARV than when you do a BRRRR on an older house.But to me, this delta based on real estate taxes, multiplied across multiple properties, seems meaningful.

I would encourage you to right down you plan and goals.

It provides very little financial support and, unfortunately, encourages many to ignore funding a retirement, thus creating social insecurity.

Either this is business or it's not.Surely yours isn't the only duplex in town he could develop an attachment for...I recommend you encourage him to live somewhere (anywhere) else.

The best bet might be to ride it out and not renew, or encourage them to find someone else to replace them on their Lease if they don't like how you operate. 

Very Good Points: Even though I have a meaningful amount of assets, l have ample insurance with very good carriers, seasoned professional management and low risk profile activities so no LLCs in my world.

Thank you for the encouragment, you are right about testing out of the first one at least.

My friend and client wrote a great blog post about his first real estate purchase and what he's looking to achieve through real estate investing and I wanted to share it here as an encouragement to the newbies and first timers out there. 

I am getting a home equity loan and my banker was encouraging me to pay off the houses I already own.