Tenants may not care as much, therefore there may not be a big discount for the lack of space. 

Can't say what's hardest, too many moving parts but take care of your tenants and build that goodwill, pays off in spades.

Honestly I never know precisely, as I'm constantly buying and selling, and frankly I neither know or care.

I DO NOT care whether he drives a Toyota himself.

I recommend reviewing your local laws to understand the requirements involved.

Listening carefully and asking open-ended questions like “What’s most important to you in this deal?”

Get a quote from them or get the fire marshall and the electrician at to the home together and walkthrough what they want to do and have fire marshall review to see if that appears acceptable to them.

The previous owner took exceedingly good care of the building and there was nothing that need to be done except to raise the rents.

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The GC is a business person who doesn't care about your ARV, LTV, or your budget.