The FHA househack strategy is fairly common and pretty straight forward, a lot of people have been using this and/or the conventional househack (myself included) so have been on both sides of the table. 

If they are VERY professional, they will have their processes in writing as verification that policies are enforced equally and fairly by their entire staff.6.

Yes, the market here right now has been really tough, and trying to sell your properties to other investors with section 8 tenants will likely be fairly problematic at this current time.

As long as you treat things with a level of fairness it will work out. 

He's a major hard money lender in town and has a fairly simple process to get quick funding.

It was fairly easy to setup and to add properties using the first guide as a template for subsequent guides.  

How do I not make this fair yet not complicated?

Also one can protest their property taxes fairly easily.

That's no bargain.

This is fairly common in college towns so I'd recommend verifying that before going off on a buying spree.