I use an electric Oral B toothbrush.Desiring to improve my oral health, I decide to begin brushing my teeth an extra 2 minutes, for a total of 4 minutes.

My questions in my post are solid, my info about Cleveland is accurate based on Cleveland neighborhood grades and Cleveland health systems, and my property values are fact. 

Let me know if you have any advice for organizing expenses and projects to stay up to date on the health of the property. 

Under this idea, you'd need to see if the Health dept has any restrictions for your septic system (which i assume you have) and if the power company would meter the 2nd unit separately. 

But the other side of the coin your expenses go way up when your employer is now not paying you any bene's and you have to pay all your own health retirement self employment tax AMT tax etc etc. trying to do this with max leverage is going to be a long slog to replace a 150 to 200k a year job with bene's.

I’ve faced this dilemma on nearly every deal, and after completing 30+ BRRRRs and 75+ flips, here’s how I now approach the decision:1.My preference is to ALWAYS BRRRR, if the numbers work.

Balance Sheet is a snapshot of the company's financial health at a specific point in time.Income Statement is a showing us the health on an operating POV.

Also, the ability to export reports for partners or lenders would be a plus.Essential Data/Analytics: Reliable rent estimates, cap rates, cash-on-cash return, operating expenses (especially maintenance and CapEx), and local market trends like population growth or job market health are key for decision-making

My dilemma is the mortgage is a little over 50% of my take home pay from my W-2 and I am worried that I am biting off more than I can chew.

Quote from @Albert Johnson: Tenants never complained of a health issue.