Automerge not occurring as expected

[TheKevJames]

Not sure if this is a bug or PEBCAK yet, but I would expect [this PR])(TheKevJames/challenges#128) to be automerged based on my config and the actions definition.

Relevant repo settings:

• "Allow auto-merge" is enabled
• "Allow squash merging" is enabled
• Branch protection has "Require status checks to pass before merging" and "Require branches to be up to date before merging"

Expected workflow:

1. pre-commit-ci[bot] opens the PR
2. autoapproval triggers on the pull_request.opened trigger
3. autoapproval approves the PR and adds the automerge label
4. autoapproval triggers on the pull_request.labeled trigger
5. autoapproval sees the automerge labels and does a squash merge once required tests pass

It seems like either step (4) or (5) is not triggering (seems to be (4) based on the Actions history). Am I doing something wrong here?