Sounds like you’ve got a solid foundation with your GC and project management experience.

Will you hire a property manager?

that we’ve learned in our 24 years, managing almost 700 doors across the Metro Detroit area, including almost 100 S8 leases:Class A Properties:Cashflow vs Appreciation: Typically, 3-5 years for positive cashflow, but you get highest relative rent & value appreciation.Vacancy Est: Historically 10%, 5% the more recent norm.Tenant Pool: Majority will have FICO scores of 680+ (roughly 5% probability of default), zero evictions in last 7 years.Class B Properties:Cashflow vs Appreciation: Typically, decent amount of relative rent & value appreciation.Vacancy Est: Historically 10%, 5% should be applied only if proper research done to support.Tenant Pool: Majority will have FICO scores of 620-680 (around 10% probability of default), some blemishes, but should have no evictions in last 5 yearsClass C Properties:Cashflow vs Appreciation: Typically, high cashflow and at the lower end of relative rent & value appreciation.

Quote from @Josh Jung: surprised you haven't heard of RBP. it's like a mix of services you can offer to your tenants like renters insurance, virtual concierge, etc So the property manager/landlord pays for their renters insurance, and filters?  

@Anthony Zotto - By the way you ask the question I assume you're going to self manage the property instead of using a property manager.

*I'm a property manager, not an owner, so I do have a 3rd account for business expenses as required here in Oregon.There are a plethora of software/apps out there for managing properties and funds.

One way to maximize your rental revenue is talking with Property Managers in your market to get a rental analysis to see if you are maximizing the amount of rent you are getting from each unit. 

Are there property managers who specialize in managing housing for section 8 tenants?

The first thing here would be the regulations and laws governing acquiring properties, managing properties and selling properties.

I'm looking to connect with local investors, agents, lenders, property managers and contractors who have experience in these areas. :-)