This will be important given potential tax changes in 2018 which will perhaps eliminate your use of mortgage interest paid on your personal home.

It's a bit of a gray area for some attorneys, and they think it improper to possibly put an owner in that situation.There are some real positives for doing a Sub2, even with a due on sale clause, but both the buyer and seller should be well informed of the potential gains and losses with the method.

I'm curious if you've considered other strategies to improve your cash flow that would eliminate the need for a bridge loan potentially? 

I really appreciate the assistance in helping me potentially see this deal into fruition.

Home is in Metro Denver area, an up/down brick duplex with attached one car garage for each unit, decent size yard with mature trees.Really cute home that I immediately fell in love with.What I am not in-love with however, is the potential structural issues that come with this home.Thus I ask, “How can I move forward with making an offer on an investment property with evident cracking?”

https://www.canlii.org/en/on/onltb/Along with learning the RTA and visiting the LTB web site spend a few hours reading up on past LTB cases to get a better picture of the potential nightmare of being a Landlord in Ontario.

I am now looking for a General Contractor that can come out and evaluate a potential major issue.

Your experience underscores the importance of me communicating with my cleaning staff regarding photographing any damages they notice, and making sure I have proper documentation for all services (which is not only beneficial for potential claims, but also for tax time!).  

As @Brian Adams said, make sure this is a deal that is worth the potential expense. 

So any way you can improve operations (raising rents, reducing vacancies and expenses) will have a compounding effect on how your business is valued (code for forcing equity), allowing you to potentially refinance and get cash out of the property to use toward future acquisitions.Tenant experience.