If you do any joint investing, then you can create a dedicated entity under it to partner on that deal.

@Chris Mason Do the income limits differ by single vs. married (joint) for the income limits?

Yes, you can; however, doing so puts your rental unit at risk as a lease agreement should stipulate that each individual and everyone together is responsible for everything on the lease (legally called severally and jointly responsible).

If you keep these people you will only have more heart ache coming (what happens when the workers comp settlement runs out?).

 I have them electronically pay rent  via ACH transfer, have them set it up at their bank.   

The other one is in a crappy area, has been a bit of a head ache thus far, but its a great house.

Sometimes as little as 10. 30000 / unit price point that's for finish ready to rent operational and beautiful units, rents in the 6-700 range and very low taxes.And as a local, I am always open to joint ventures

Your approach is the story line of many a heart ache.

Incredible burger joint right downtown.

If he's at $1600 baseline before adding any other costs, unless he's moving in with his parents or some other "free" place, he's only going to be adding to his woes as the rent won't even cover his costs, even if he's self-managing the joint.