I've been searching around for cleaning/maint providers and have only contacted a few. 

They also switched off electric in the middle of October (the only other bill they were required to keep under their name) to landlords name.

So, I know I have to keep my transactions clean, because I would expect them to use NC state statues to shut me down if they see me as a threat.

They may say it is clean, they may say you need an affidavit signed to clear title or they may say the chain of title is off and you need quiet title.I have sold a ton of land in the last four years. 

When it came down to turn over, electrical issue, heat issue ... etc.

@Basit SiddiqiThis sounds like a clean way to do this.

Plumbing, electrical heat and AC Do you think this is a good strategy in generally And do you think this is a fair price ?

It currently shares electric with main house which i definitely would want to get its own line but I'm friends with occupants and can split utilities to start.

the bathroom-for-every-bedroom idea - I realize it may be cost-prohibitive to do six bathrooms but try for at least four, more if you can manage it, and be strategic about their placement as you plan how the house can be sectioned off into different sizes of STRs.I have a 3/3 STR house that can be partitioned into 1/1, 2/2, or 3/3 versions - it gets a little complicated to keep it straight with the cleaning crew and making sure the appropriate doors are locked/unlocked, but the flexibility is great in what is (for me) a very seasonal market.  

I would raise the only tenants who i think qualify as good tenants up 50 bucks to 475 for their one bedroom and clean everyone else out and re-rent it at a more appropriate rate.