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.

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). 

While collecting payments for buyer for 30 yr's.

There is a significant difference between being awarded a judgement and actually collecting any money.   

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.

Meeting that 2 in 5 of the last requirement allows a single owner to shield $250k of appreciation and a married couple to shield $500k.Unless you predict a lot of income from the MTR or you feel that there is a lot of appreciation incoming over the next three years (minus time get the property sold), you may want to consider collecting your $100k (passing GO) and redeploying that money to whatever you feel is its best use. 

We expect to continue to acquire properties as a group.At the moment, I've been collecting recommendations on suitable attorneys. 

How much time should I realistically allot for application/background checks, walkthrough, paperwork return, deposit and first rent collection? 

Further, how can you enforce collections if you're not a utility?