Some of the apartments fully furnished are crazy  If it can 10x your situation you may consider using a business CC with 0% interest to furnish one or both units.

Do I need to find the tenant using a Private Investigator or some other means2. 

Issue is you are using a realtor that is NOT where the deals are, and you are not cash.

If someone isn’t using a lawyer and the house passed outside of probate (and the beneficiary doesn’t understand the market or life in general - and yes those people exist) you might have a chance.  

Were using a Hard Money lender.

Would be using a property manager (220/month) which would bring cash flow roughly to $800 starting out.

Purchase price: $50,000 Cash invested: $50,000 I represent an investment group based in Southern California that is acquiring properties in Detroit using a "Flip & Hold" investment strategy that involves three related companies (flip company, buy and hold company, and lending company) as part of a "closed sales system", where every house we buy has a guaranteed buyer.Our target project cost is $50,000 all in, with ARV of at least $60,000 that rents for a minimum of $1,000 per month, targeting section 8 tenants.

This way from the outside it still looks like a physical key and your guests are using a physical key as well in case the HOA person sees a guest coming in. 

Try using a HELOC but my advice would be to hold onto the property.

If you are using a conventional loan (tax returns, DTI, income verification) then that is high, but for investment loan, that isn't outside what I am seeing in the market.