Do I need to use a Realtor for renting out to Section 8 tenants so I dont end up with any issues?

Go to Etsy and search for "rental property tracker," and you will find hundreds of nice spreadsheets to track 10-20 rentals, usually for under $10.Software has extremely helpful features like online payments, marketing syndication (click a button, and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.

Also, if I do, is there certain information that I should be gathering/evaluating, and certain questions that I should ask of the people working at the site to make the most of the visit?

When the 5 year treasury fell too far, the bank doing this told me they were at the floor.

Any advice or insight would be appreciated before I lawyer up and book my flight to AZ!

You see, part of this old village was a grave site.

-Since it's an Owner-carry, do I still need to set up escrow for prepaids/homeowners ins/property taxes?

Looking to get my foot in the door investing in real estate through multiple channels.

I really want the recirculation to work but I don’t want the burner on constantly.  

You're in the right place to learn and grow— stay curious, ask questions, and take it one step at a time.