What I have done is advised my relative to make copies of her financials and the note/property info and shop around for a (much) better deal. 

I'm assuming its some sort of HELOC because if you refinance the bank will once again look at your financials and employment. 

Are you familiar with hotel operations and how to evaluate financial performance? 

However, my original desire to achieve financial freedom has just became stronger.

We got the inspection back today; the issues are as follows: mold beyond the surface mold we originally noticed when checking the house out, wood rot in left side floor, damaged roof joist, poor ventilation in the attic and mold, many of the chimney bricks are loose, standing water in crawlspace--potential mold, leaking shower and toilet leading to damaged floor/ceiling underneath, plumbing material issues, electrical not all properly grounded. 

We usually recommend speaking with a lender at least 6 months out to make sure there is nothing crazy on your credit and to get a plan in place financially.

As it stands now, the item gets purchased, then emailed to me, then I enter, then I pay.

A little back story, my boss started a very successful non financial related company in China 16 years ago.

While I am not opposed to that, I am confident there are plenty of great deals in our state - we just haven't found them.Second, I want to ensure my financial analyses are as accurate as possible for each property, mainly my assumptions around estimating expenses.

Could be 10% or even 20% depending on the condo's financials and the ownership makeup.