This gives me a clear hurdle to overcome in order to move forward (unless someone else on here has other options).

I’ll begin by saying I have no objective data to support my opinion, but I do have some subjective data, so take it for what it’s worth.I think the trouble is pretty widespread, particularly among newer syndicators (defining that by less than 10 years in the business, so never having survived an adverse cycle).  

From your experience, what were something’s you didn’t foresee happening and how did you manage overcome it.

By that last statement, I mean that if a plaintiff THINKS someone  MIGHT have redemption rights (such as an adverse possessor) they should be included in the lawsuit as defendants.

If for some reason you need to rely on regular adverse possession instead of tax sale short statute of limitations, it requires ten years of possession after color of title.

What’s the best way to overcome the objection.

I look forward to engaging with you and reading about your successes and how you overcome challenges.Success to you!

I'm ni OG expert though, I'm just risk adverse.

And good agents will follow the correct path to make sure that they're providing proper value to their clients and get paid in a way that doesn't adversely affect their clients. 

You need to develop your rules and policies around late payments; and you have to be able to calmly deal with adverse situations.