I would hit the decline button and include the message “not a good fit”

Any other way to get this deal done without putting the stress or worry on her about being homeless?  

It can be a stressful experience for sure.

Yes, the latter might sound more convenient, but in reality, it's much more likely to cause stress, headaches, and potential losses.  

The listing agent seems to think that it’s no big deal, they just press a button and change it once you ask but I know after my phone calls to the zoning board that I need to hire a lawyer and an engineer hopefully not an architect as well to prepare the plans/ blueprints and anything else they require.

I'd take $20K tax free profit over $150 per month cash-flow and the stress of becoming a landlord.

I recommend taking an as simple as possible approach to it or you will either mess it up or stress too much.

Commercial real estate is going to have some stress no doubt and i suspect many larger hedge funds to very wealthy investors are going to score the deals the OP is talking about..

the price is going to be the price. it's not going to give you that much stress compared to a contractor that uses paint that varies in price/color every single time.Let's face it. your not going to be using the same contractor all the timeif you're looking to do White and paint over good texture I would go with Maintenance Paint, from Lowe's, 5 gallon is about $40 to $50 then if you wanted an accent color or something else pick a color and paint every single unit that same color, do not deviate.

Knowing that and expecting it will bring stress levels down.