You could read 100 books and still need to learn more because certain things must be learned through trial and error.

You'll have proportionally less upside and thus less room to cover errors and overruns on a project with a new team you'll be far away from. 

After 2 months going back and forth with them, they finally ended up paying 50% of the $9000 bill.

Include specifics about what's covered, overage charges, and how you'll track/bill utilities.

There are accountants who say that applies to the opportunity to discount sale and/or basis shift to further lower the tax bill.  

Since our legal billed were $36,000, we’re $100,000 ahead.  

If you do decide to help them out and rent continues to be late simply have a talk wiht them and remind them that rent helps pay your bills and since you did them a solid ask for the same in return.  

From an investment standpoint this reminds me I believe of a Bill Cosby story line I believe.  

I know I'll pay my bills - just like you honest contractors know you won't run off with my money.

Hello, I have a primary residence and about $10k in bad debt (not including car note, student loans and a small medical bill).