With raw land, I like to leave a little meat on the bone to entice the buyer.

Obviously, if I exclude CAPEX and Property management deals Intitaly looks enticing, but from everything I read this would be a foolish way to analyze a property.

I’m wanting to house hack a duplex or 4plex and a FHA loan at 3.5% sounds really enticing.

Otherwise you can provide them some enticement to change leases mid-stream.You cannot force them to sign a new lease just because you don't like the old one. 

My current thoughts on strategy when I talk to the owner: I've got a few ideas on how I might be able to entice her to consider selling such as seller financing, keeping equity, etc.

But this $100K tax free seems very enticing and it may be the last time I have the opportunity to do this (I'm moving into a SFR that wont ever be sold).I certainly would start reinvesting the money almost immediately (likely improving another building I own... or buying another more distressed 3 unit).

And, insist that half - 2.5% - be reserved for the buyer side to entice strong agents to bring you buyers. 

However, I sent her a renewal letter offering her a 1 year lease renewal deferring any monthly rental increases by a maximum of 1 year hoping this would entice her to stay.

You basically just need to negotiate price that will entice them to move. 

Everything seems so enticing but I am also wise enough to know that everything that glitters isn’t gold, and that sometimes business can be cut throat.