The only thing a tenant does it prove the rent you can collect as opposed to a proforma of suggested rent.

Also, focus on 2 years of job/income stability.Class D Properties:Cashflow vs Appreciation: Typically, all cashflow with little, maybe even negative, relative rent & value appreciationVacancy Est: 20%+ should be used to cover nonpayment, evictions & damages.Tenant Pool: majority will have FICO scores under 560 (almost 30% probability of default), little to no good tradelines, lots of collections & chargeoffs, recent evictions.

The purchase price vs rental income is very healthy (assuming occupancy and collections are there).

He could get hit with a significant expense and not have the funds to pay for it because he hasn't collected enough rent income.

I have been deliberately managing it as a rental (ie, contract, collecting rent, etc.). 

If you do take on new debt or collections during this time, the lender will see and it will require that it be accounted for in your DTI (unless this is a DSCR loan). 

Property Management Dashboard: Allows me to summarize delinquencies, notable expenses, upcoming lease expirations and rent bumps and send a monthly email automatically to the property manager for a status update.Everything I've found is either focused on the property management and rent collection or on managing investors.

For example, an agent would collect a reduced commission, flat transaction fee, or no commission if the buyer sources an off-market deal directly.In your case, if you'd like to compensate your agent, you can include it in the loan.

You collected 60 months of rent while only investing $2,500.

For that tenant, only used it for rent collection.