My initial thoughts when it was mentioned, was to push him more to a standard multifamily investing strategy.

(I know a lot of investors who are doing this, but I've been surprised to find out that it's a new concept that others haven't considered.)The more units, the better in this scenario because you can hedge your bets with more units.

If you do, could I ask how that has been going and has the rents been comparable to the payment standards advertised by the respective housing authority?

- You or the PMC can get 3 bids, but who is going to know how to accurately compare them and understand if something is missing - that will require more work+charges once the project has started (a standard tactic by many contractors!)?

I don't necessarily need the standard features of pm software, such as rent collection, bookkeeping and maintenance requests, though that could help; but do need a clearinghouse of important information, such as leases, legal docs and other information; maintenance vendors I use; maintenance history; and some kind of tracking system, where I can record the various current projects I'm working on within the business.

@Ezra Avery you might want to read below to understand Classes of Property/Tenants.Property Class will typically dictate the Class of tenant you get, which greatly IMPACTS rental income stability and property maintenance/damage by tenants.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.If you buy/renovate a property in Class D area to Class A standards, what quality of tenant will you get?

To invest in Section 8 housing, look at areas such as Cleveland, Columbus, Cincinnati, and Dayton, choose safe neighborhoods, study Section 8 standards, analyze property types, and explore financing choices.

I like the concept of making investing accessible and achievable. 

Start with a standard offer, and write a contingency into it for electricity, all the below ground utilities, and then work your way to zoning, permitting etc.

It’s standard practice and an essential safeguard for landlords.Trust your instincts and treat this as a non-negotiable policy.