Do you think I am along the right track  with this or I am unnecessarily over complicating things?!

 I have tens of thousands of dollars in yearly rental expenses that I'd like to put on my business credit card to earn cash back, but the accounting process in Buildium seems unnecessarily complex. 

While I agree your contractors are trusted members of your team, you unnecessarily expose yourself to risk when you put that much trust in them.Regarding the point about contractors buying cheaper through Stock and supply houses rather than you going to home depot, that's a simple problem to solve.

There's an opportunity cost when unnecessarily leveraging (the interest you're paying)... you simply have to use that capital in a way that generates a greater return.

) saves big $$$ from having to send a tech unnecessarily complete an empty trip charge for some batteries. 

Unnecessarily high IMHO.  

We like to have things in place so we can file if we start to feel like they aren't really leaving, but are reluctant to spend the money unnecessarily. 

Involving yourself in forums, blogs, podcasts, and webinars will avail you opportunities to meet engage with members as you ingest informative information.At the bottom of this page is a list with help in it.

Sometimes (but not always) affected by things that they ingested. 

I would like to amend the lease to in some way say that tenants cannot unnecessarily fill their backyard space with crap.