Options are exciting, as they are addicting (as well as painful, especially if you're short something that keeps going up against all common sense). 

He resorts to pot to solve his issues which is takes away his back pain.

@Peter M. yeah, it's a biggun, 3/2 on each side.Definitely a pain, but we'll get through this.

They are a bit of a pain, but the financing in place can make deals work

Known problems are:Sewage pipe needs to be snaked every 6 months, might need a new systemThe existing tenant was described as a "pain in the ***".

If you find any 3-prong outlets without grounds, or a 2-prong outlet that's worn out, replace them with new 2-prong outlets.If you can't figure out which outlet is first on the circuit, or if the circuit is a pain in the butt in some other way, you can also get a GFCI built into a circuit breaker that can be installed in the panel. 

@Javier Perez That is a big pain switching it out everytime you have a turnover and your are basically asking for claims.

Honestly, keeping an open line of communication tends to remove some of the pain-points of the landlord-tenant relationship but it seems like this tenant is choosing to be difficult.

Dress Sharp! 

It was a hard time to find a job and it was even harder to willingly attempt to do something that felt equally as painful as walking to a hard-labor rock-mining camp and asking to be shackled.