Happy to chat more and share any successes and failures we went through, as well as any tools tips tricks, etc.

My pops always says to increase your success rate, you must be willing to increase your failure rate!  

I would also interview them as they are going to ultimately be responsible for your success or failure.

I would appreciate your feedback on best practices or other success (failure) stories when it comes to owner financing.

I read a book by Ray Dalio called "Principles," where he discusses embracing and learning from failures as much as, if not more than, successes.

If you don't purchase the property at the correct price you are just setting yourself up for failure. 

Don't think that one particular out of state market will shoot you to success or abject failure.

If a Chicago landlord’s failure to deliver possession to the tenant is willful, the tenant may recover up to the greater of two months’ rent or twice the damages sustained by the tenant.Can I get in deep waters here even with clause 7 above?

It protects them from failure.  

I don't regret the failures at all.