dagrun_timeout pushes task to skipped; fails the dag_run; no email is sent out

[jermjensen]

We're running airflow 2.9.3 with a very simple dag that just execute a series of SQLExecuteQueryOperator tasks.

We've got a dag_run that went past the dagrun_timeout and the currently running task was set to skipped. The overall dag_run was then failed. This behavior is expected.

However, I would also expect Airflow to send an email since the dag_run failed and we've set the email_on_failure = True. We're not getting emails on failure in this scenario. The SMTP configuration is correct - we are getting emails when dags fail through other mechanisms or when using EmailOperator.

We've also seen this behavior in 2.9.1.

Has anyone else seen this issue in their installations?