My goal is to obtain cashflow and to mitigate our living expenses by offsetting a large portion of the monthly mortgage payment by using the other unit's rents.

The other solutions seem great as a pipe freeze mitigation strategy.  

Morning BP Community, On a national level I have been part of many conversations with vacation & short term rental owners about what they are doing to mitigate potential short term loses based on the lock downs. 

You may need their help in the future to solve some of these issues that may arise despite your best efforts to mitigate problems before they occur. 

A transparent process should mitigate in favor of an all-in-one closing, unless there are inescapable logistical reasons to do two closings back-to-back.Nancy E.

As a student of finance, you understand the need for cashflow and how it helps to mitigate risk in your investment in real estate.

But my biggest worry was that Oregon isn't too landlord friendly so I just wanna make sure all bases are covered to mitigate any other headaches that may occur during the transition.

The methods, hardware and mitigations.   

Interviewing their loan officer regarding what diligence has already been done prior to accepting their offer should mitigate the chance of having an unpleasant surprise later.

That is a highly specialized trade and should be mitigated correctly to avoid mold growth, odor or structural issues.