@Anthony MillerYour property management experience is a major advantage as you start investing, giving you a head start with tenant screening, lease agreements, and maintenance coordination.

I would start close to where you live personally. 

Ineffective or Absent Conflict Resolution ProcessEvery successful group of people needs an effective conflict resolution process characterized by:simplicity to understand and remember;quickness to start and complete;a clear vocabulary.My company, Livingsmith uses and recommends the 5-on-5 Process for conflict resolution in co-living homes.2.

I’m new to the community and I’m planning to start a Section 8 rental property business.

You should start creating a pitch deck with a financial analysis / summary and market study to share with people to get them excited about the project. 

I have a list of about 20 properties from him, I just don't know how to start to the assessing process.  

In this case, Azibo was super strong on bugging me when they first started.

Two Years from now you can go back and look at the "stupid" questions that you asked and remember that everyone starts somewhere :)

Start with BiggerPockets Ultimate Beginners Guide (free).

Recently bought a SFH (not in LLC) the price of rental insure has jumped significantly with State Farm, what are better options?