This might give a one-time (non-scalable) boost to cash flow, offer multiple value-add options, and allow the house-hacker peace of mind, via the assumed mortgage, in long-term breakeven or positive cash flow in the event that the value-add plans end up not being executed, and/or the person has to move out, and rent by the room or STR become unavailable for some reason at a future date.

This is one of the reasons I use a CPA for everything.

What is the reason?  

I am hoping to find a reasonably priced photographer to take some sharp  photos of a Property. 

I very quickly had to reorient him to my reasons for dissatisfaction, to which he offered no remorse.

If you are buying at a discount, is there a reason such as the property needing a rehab? 

Have done some preliminary research and will do a deep dive, just wanted to see what folks thought of there were any obvious reasons why or why not or any markets similar that I should be considering.

This triples your headache.BE the voice of REASON to your friend. 

Forced appreciation allows me to build equity from the beginning of the investment, so if I need to firesale for an unforeseeable reason, I will not be underwater.

There are a bunch of reasons people sell a property.