If your lawyer is unable to outline these requirements or you're unable to create a secure process around them, just outsource and ensure you're not liable for a sizable lawsuit down the line. 

Hoping to learn how to automate system and outsource managementNot afraid to make a deal ,trying to work on my business and not in it.Any advice would be great.

I wouldn't worry about having a team until you're spending 20+ hours of your own time per week doing low value tasks that can be outsourced to someone else who does is far faster and cheaper than you can. 

You can find a team and outsource the entire process, be a private lender for a flipper/investor or partner with a flipper/investor.

It's probably good to start off doing things manually, so this way you know all the things to do in case those systems fail...plus it is easier for you to teach to someone else if you outsource certain tasks too. 

The bad thing is a did zero due diligence and I outsourced all the work and therefore had no idea of what was going on.

My challenge now is getting this down to something I can outsource to someone (who isn't me) to handle on my behalf.

I then outsource this to be skip traced or hand it off to my realtor to do the calling for me.

"how can I lock in more debt for 30 years at ridiculously low rates and outsource that payment to a tenant?"

Note, I'm not an attorney and none of it is a legal advice.3) Discuss with your chosen attorney various "what if clauses" (Things like, what if someone decides to leave, die, becomes incapacitated, and so forth. ) Ideally you'd want to cover as many of these in the OA as possible.4) Outsource bookkeeping to ensure there's full transparency and no questions raised about it. 5) Take action!