Learn as much as you can so that you can make informed decisions.

She is currently working full-time and I was in my first semester of medical school when I made the decision that I wanted to begin pursuing real estate full-time, so I'm currently searching but have several interviews lined up.

We recently got denied at Bank of America for a HELOC and their decision was based on a bankruptcy that we have close to 3 years ago.

That should factor into your decision making.

This will weigh in heavily on my decision, as he is somewhat invested (Involves work and his daughter).  

So, I would run the numbers and then consider the intangible benefits before making a decision. 

If there is an exception I would probably retain an attorney even while waiting for a decision from the insurer.

What have been the biggest blunders that have you been experienced either in the use of PMs, decisions made by PMs on your behalf and/or the "Things I wish I knew then" moments ? 

I just want to make good informed decisions.

@Jeff He not sure where you are getting $200 from, 100% incorrect unless you are talking about a 50 unit building with an enormous parking lot .BTW I am not speculating as I have extensive experience years of PM, and about 500 flips  All the best