I have made some updates to this feature to (hopefully) allow it to work well for more complex agendas.
In addition to supporting multiple occurrences of a numbered role or multiple "keyworded" occurrences of a numbered role (e.g.,
*Evaluator #1* Gives their Evaluation), it should also be able to handle more complex agenda items where it contains both a the keyworded numbred role and a reference to a numbered role in a different agenda item.
For example,
*Evaluator #1* Gives their Evaluation of Speaker #1
The askerisks make this agenda item tied to the role "Evaluator #1". However, the additional reference to "Speaker #1" should also get renumbered if you were to reorder the Speakers. For example, if you moved the current Speaker #1 to the Speaker #2 slot, you should find that the Speaker #1 reference in this agenda item also gets updated.
This is an example of what I am referring to as a "complex" agenda item for this feature... multiple numbered roles referenced in a single agenda item.
For future reference, you should always consider trying out the renumbering on a copy of your agendas that you really do not care about. I have tried to make this feature handle a number of edge use cases
that I never expected to support, but for every feature I come up with to support a variety of use cases, somebody always seems to find a way to break my code.

It is a good thing I like an intellectual challenge.
Remember, you are not obligated to use this feature... you can shut it off if it is not working as you expect.