So I've been researching the "Due on Sale Clause" that will most likely arise should we go attempt to go that route.

I am trying to be very conservative on my first attempt.

Starting from the first month they are late they receive notice from their lender every few weeks with attempts to modify or restructure the loan.

I'm going to attempt and get a quote from a foundation specialist. 

As such, underwriting to the IRR requires some sort of an attempt at the pricing of the exit.

If it is a bad agent, then that might be something worth attempting. 

This is why I am attempting to buy in an area that can be within a reasonable commute to retain my full time job.I have developed a starting strategy where I will begin with house hacking.

There has not been enough sudden increase in rates to even consider the kinds of techniques your are attempting to describe.Since you do not know how to even explain what you are wanting to do, THIS WILL NOT END WELL. 

I wanted to contest the 2nd charge of $239 as my repeated attempts to reason with the owner failed.The AC company is now threatening my tenants with going to collections and they were the ones who called the company.

Now that I look at it a second time, it makes even less sense because they built the bathroom into the smallest bedroom.I think what they attempted was to create the entire floor into a master suite.