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I am performing some events from the API that trigger Automation rules when performed in the UI. I am noticing that doing something like transitioning an issue does not trigger the automation rule setup for issue transitions.
Is this expected? Is there a way to fire the same automation trigger events that would occur if the action was performed via the UI?
I am not sure that I understand the problem, but setting the issue status to "In Progress" in the web UI should be equivalent with transitioning the issue to the new status through the REST API. Both should trigger the automation rule that watches for issue updated events...
What trigger are you using? What REST API are you calling?
You need to use incoming webhook trigger. Please check this: