How to ANY(SELECT randomly choose one value from a dynamic List of names

I have this Expression working to automatically fill in the [Organizer] in my Meeting scheduling app. But it always returns the same value. The list of Active Members can get bigger or smaller at any time.

ANY(SELECT(Active Members Slice[_ComputedKey],([Club] = [_THISROW].[Club])))

1. How do I use something like RANDBETWEEN with this expression to give me a more "random" choice?

2. I have several other Roles after Organizer that I also want to Autofill. How would I construct an expression that would only Autofill each Member into one Role?

3. How would I make this Autofill optional by using my [Autofill?] column that has only one choice of "Autofill"?  I am thinking for this to be optional, I would put the ANY(SELECT RANDOM expression in the Initial Value area and then have it only work if [Autofill?]="Autofill". 

Thank you!

 

 

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