Additionally you can always write in what was done to correct it and explain that since then you no longer had issues. 

Whether the seller was open to a buyer commission or not, I wouldn't put an additional cost into any personal purchase.  

The utility company doesn't manage your property...they provide paid services until they're not paid anymore. 

Additionally, I’m curious about how this would apply to properties in provinces like British Columbia, Alberta, or Ontario.

Many lenders also impose additional requirements such as owner-occupancy, and/or that one lender make all of the institutional loans in the building.- Valuation: The variety of financing products available as individual tenant in common loans remains limited, and the terms are generally less favorable than either apartment building loans or condominium loans.

Most lenders I've worked with will use the lesser of the current rents or market rents reported by the appraiser when calculating your debt service coverage ratio. 

There is a company names Hemlane that offers that "light PM" service that may be interesting for you instead of a full blow PM company that may cost 7-10% of revenues.

Highest number of units without getting into commercial buidling codes at 4 units you have additional engineering requirements. 

Cross-Collateralization – A lender may finance the full $160,000 purchase by using your existing properties as additional security, lowering their risk and possibly reducing your down payment. 5.

I also make sure to specify in the lease agreement that I need proof of coverage before move-in and that the policy should name me as an “additional interested party.”