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Failed Workflow showing Status as 'Waiting'

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I'm looking into detecting and sending alerts for failed workflows.

To create a failed workflow to test my alerts I've created a workflow that creates a record in a custom entity on update of a Lead.  I then deleted the custom entity in SQL but it didn't work as I expected.

When I updated a Lead the workflow in System Jobs has a Status Reason of 'Waiting'.  Opening the detail shows that a SQL Server error occurred.

My question is why didn't the workflow Fail?  Does CRM retry for a limited time, or x number of times?

Thanks 


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