They are designed particularly with mother-in-law or next generational living in mind.

That is interpreted to be the simple reading of the question.

For bookkeeping purposes, I recommend designating a separate bank account exclusive to the house hack activities to keep some sanity.

Investing in features like high-end appliances and modern designs yielded a higher ROI.

Simple enough - except that he built a million dollar home in a $300,000 market. 

I have always had an interest in flipping houses because I get really excited to see run-down houses, walk through them, and come up with a design plan.

I have a furnishing and design team to help out if you’re not wanting to come down personally and I also co-host at a discounted rate for my clients.  

To most people, that would mean nothing, but she has strong marketing and design background.

A good designer and architect are key for a successful project like this and keep in mind these aren't cheap.There's a lot more details to consider, feel free to DM me for more details.

I would like to go to a more simple software like Rentastic, but here are my concerns.- Loss of historical data (for both IRS audits and for personal portfolio tracking.)- Unfamiliarity of software with my Bookkeeping and Accounting team.