In my state, we have to produce an itemized list of all expenses that came out of the deposit within 30 days of tenant moving out.  

The hard part is figuring out what you can easily delegate but that is true of most businesses (I was good at it when I worked for someone else, but not good at it for my own items but want to improve).  

With that said, for someone young and just starting out, needing to figure out all of those items; my go to answer is some form of a house hack.

Are you able to share those 14 items and the chart?

Also, the biggest ticket item will most likely be the main sewer line disconnected, What was the quote for the repair?

And even better, you invest $70k, get $13.2k more in income and the property is worth $100k more than it is worth today...Second item, and really more important: Can you finish the basement?  

Typically if the numbers work then yes but you'll want to ask yourself a few additional items:1.

Thank you for itemizing some circumstances that don't work as well with a Cost-Seg study.

As far as more technical financial analysis you mentioned above, I have found it is easiest to track these items in excel - I just update the workbook each time I analyze.

The reports are fairly extensive with pictures documenting various items.