Its great to see someone with such an analytical mind just go with their gut on a location and not over think something like that.

When we find a potential rental opportunity, I do a lot of modelling in Excel to do analytics regarding rental price, cash flow, equity buildup, etc.

I would look at how well your key words are ranking and look into your google analytics to see website traffic patterns.

I am very organized and have excellent analytical skills.

I aim to accomplish this through a conservative and very analytical approach that would involve purchasing no more than one property every year and using cash.

We want to ensure that our financial statements maintain analytical value, but we don't want to make the bookkeeping so tedious that it never gets done properly.So, now the actual question(s): 1.

You are an analytical person, which is what it takes to be successful in real estate, and therefore you are looking at this particular situation as a black and white cost.  

There's a lot of high level, analytical greatness in this thread, but one thing to consider is the following criteria to even get to these places:  @Shriraj Shah1.

It would be based purely on analytics but would be a good starting point.

About $814 billion of commercial mortgage debt is expected to mature over the next two years, according to real estate research firm Foresight Analytics."