But they have a burden and I am willing to provide a solution that's how almost every business works. 

There may be a better solution.  

The other solution is to add some joint compound (spackle) around the box (take the plate off first.

Not an optimal solution but it appears this is what I have to do right now as my LLCs have no credit.

I like the stability of the lease.Look you know this guy is going to break the lease, you don't want to penalize him, you want to find a mutually beneficial solution.

Also if landlord pays utilities that is something to monitor. 

I don't know if the "roommate" split is the solution, but it may be worth looking into it.

It talks about the problem and our solution.

What uplighting and transformer do you recommend for a 12V solution?

If you are not there to monitor and work with them, you cannot know for sure whether they worked.Once you are skilled enough with home repairs, you can lead the projects yourself and hire help for a lower rate if help is desired.You will probably save tens of thousands of dollars over haggling with contractors over large jobs and make some good contacts along the way who you may trust in the future to work independently.