Last, but not least I'd suggest speaking with a securities attorney in general on the investors' topic to ensure full compliance with the laws. 

My lender pulled a FICO 4 from FDC factulal data corp.

This website provides useful data on shootings in Chicago neighborhoods, https://heyjackass.com/.

To rely on county assessor data first. 2.

One of the biggest confusions I've had so far is market analysis and what to look for and where to go find the data at.

If it was his property manager, it was his responsibility to ensure that he was providing you with the current leases, especially if he knows his PM does not check with him before signing leases.

So if your CPA is preparing your tax return, they are not necessarily ensuring you are paying the bare minimum taxes. 

This would ensure that you can hold either or both responsible for the full amount of rent for the full lease term.

How do I ensure that the deal is structured in a way where I can get them their capital back after the financing period, and is this something that's typically done? 

One of the requirements for a multi is that every living unit must have independent utility services or at a minimum 1. legal provisions ensure and protect access to utilities for repairs, even if passing through other living spaces, 2. easements or covenants protect water connections, and the VA approves of a maintenance agreement; 3. there are separate service shut-offs for each unit.