Can you easily add a bedroom without making the flow feel weird (i.e. accessing one bedroom by going through another) or taking away from common area making them feel small?  

I had plenty questions when I was determining if I wanted to send him my money, and I was able to talk with him directly very easily.

You need to make sure that your property is easily financeable if you decide to sell it in the future and any future buyer can call out non-permitted items and actually report you to the building department or, at a minimum, ask for seller concessions.

Breezeway allows us to easily organize all photos by room and generate a downloadable document for reference.Once a tenant moves out, we follow the same process to document the property's condition and determine if any amount needs to be withheld from the security deposit.Additionally, we require new tenants to complete and return a move-in inspection document within 3 days of moving in.

When it comes to tax time, Baselane has a feature to download the tax package needed to easily send it over to your CPA. 

If she has money to collect easily, then consult your attorney on best course of Action and likeiness of getting paid on it.

Easily repeatable.  

Even including modest appreciation and equity pay down, the ROI is between 7% and 12% for a non passive holding (not good for an active holding)I can easily afford this level of negative, but do I want to?

You can likely find some of these close to where you live and can more easily find deals on these.

So, once you start finding actual deals and can easily present them as deals to others, you can decide whether to:1) Wholesale for quick cash.