@Timothy Spence - I'm glad that you were able to resolve your issue and thank you for posting your solution so that others experiencing the same thing can easily reference this! Since the Microsoft Q&A community has a policy that "The question author cannot accept their own answer. They can only accept answers by others ", I'll repost your solution in case you'd like to accept the answer .
Issue: Auto-labeling stuck in simulation mode for over a week.
Solution: We were able to resolve this issue internally. It looks like it was some misconfiguration on our end. We had the labels pointed to a particular group of users and the auto label policies were pointed to a slightly broader group of users (2 additional OD account). My strong suspicion is that this threw the error.
If I missed anything please let me know and I'd be happy to add it to my answer, or feel free to comment below with any additional information.
I hope this helps!
If you have any other questions, please let me know. Thank you again for your time and patience throughout this issue.
Please don’t forget to Accept Answer
and Yes
for "was this answer helpful" wherever the information provided helps you, this can be beneficial to other community members.