Good morning,
I have two automations that work on our standard-issue workflow. One changes the status to Waiting for Customer when a Service Desk team member makes an external comment or picks the transition; the other changes to Waiting for Support when the customer responds.
It works most of the time, but not always. The audit log doesn't show an error
I don't think it's relevant, but another rule populates the Assignee as the Custom Field Last Assignee.
I have confirmed that legacy automation is disabled.
Automation Rule for Requesting Information from the Customer

Automation Rule fo Updates when the Customer Responds


Automation Rule for Setting Last Assignee

Workflow