A main st vs an out of the way street can make all the difference 

I think that is my main issue right now is that I'm having trouble finding a lender that will count projected income from the potential rental and/or count my current rental income towards my DTI. 

You did not include anything for CapEx (5% to 10%) depending on the current condition and life expectancy of all major components and appliances.  

The once new basement half bath needs work, the main floor 5x8 bathroom needs to be redone,  as well as an upstairs 5x8 bathroom.   

@Harrison CookYour post kindles lots of questions.In the "good old-days" most heating systems were vastly oversized for the building they were heating - energy was relatively cheap, insulation was non-existant to poor ... so it was easier and safer to {drastically} oversize.Today, while energy {in North America}  is still relatively cheap for the moment,  we have a much better understanding of how to make buildings more efficient {though you might not think so looking at the construction industry in the U.S.A. and Canada}  and there are often more cost-effective measures than simply replacing an old, over-sized heating plant with a new, over-sized heating plant.You really need to - or at lease should -  perform a heat load analysis to properly size your heating system, a component of which, is determining the rate of heat loss of the building envelope.  

Looks to me like it would be marketed mainly to owner-occupiers, who won't mind the negative cash flow, because its ongoing cost is less per month than if they were to buy a new SFR instead.What doesn't look right about the report?

These ad sales are purchased mainly by real estate agents, mortgage professionals, and others who hold an interest in the home buying, selling, and improvement process.

My main point in my initial post was, very simply, to have a plan.   

The in house mailing service we use is mainly postcards and not hand written enveloped letters. 

Since then my main, unrelated business tied up funds for years.