Depending on your state, this may cause issues with what defines a tenant and what rights they will gain.

Also as far as Lethbridge goes rents have been very stagnant for a long time as there a lot of people here with just one rental or they are renting single rooms in they're personal property causing the market to be super competitive.

Too many installers do not size units properly which cause issues down the road.

This will cause lawsuits

There is a huge list of items that will cause a loan to be rejected - cracked window, uneven sidewalk, loose hand rails, even a small amount of peeling paint, etc.  

Well, Just like many other homes affected by the freeze in our area, every water pipe in our house burst, causing ten's of thousands of dollars in damages.

I just don't know if it is worth it.Is it likely I will recoup any investment to address some of the fundamental issues (raise sagging floors in the lower unit plus addressing issues that will cause in the upper unit when the walls raise 1-2", replace galvanized piping, re-do the poorly done roof) when we look to sell in 10-15 years?

Like many homes in our area, our water pipes burst, causing ten's of thousands of dollars in damages.

It generally works just fine, but can cause serious issues when it doesn’t.

Cause every day that refinance is pushed back you are losing money on that interest.