I bought a single family because I thought I could house hack in the same way as a duplex and in ways it certainly could have and did work but I didn't expect the relational aspects of having people living in a property I purchased.

I would be beneficial to determine if they are other aspects of the property that make it a worthwhile investment (tax, appreciation etc). 

A cash-flowing, large lot, alley loaded duplex that needed a new roof, painted and new floors.

The one aspect I'd say where planning can really provide benefit however is with tax planning.  

I absolutely love the design aspect of the projects.

Of course, there is the lifestyle aspect.

It has BRRRR aspects to it. 

That’s a necessary tool that has some different aspects to it that allows you to see the WHOLE picture.

Purchase price: $105,000 Cash invested: $90,000 Property needed some serious rehab, from trees roots destroying the basement walls, to plumbing, electrical, to roofing, landscape.

While you did point out the negative aspects of a deal like this, you didn't really highlight the pros on the RE side and future investment, appreciation etc.I’ve done two of these projects in the past 3 years in SoCal.