I had a user ask there was a special rule or filed for email alerts to trigger when test case results analysis owner is assigned. Or is that just a simple trigger on work item being assigned?
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                    It is as simple as you think. Configure an alert on Work Item Change, Type Test Case. – jessehouwing Aug 07 '18 at 18:44
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                    Just checked and the Analysis field isn't a core field, so alerts will only work "When the field changes", for more detailed alerts, you'll need to setup a custom service hook or use something like the TFS Aggregator's SendMail option. https://github.com/tfsaggregator/tfsaggregator – jessehouwing Aug 07 '18 at 19:08
 
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        For TFS alter, we could not select the specific field in work item as a filter.
Take a look at the official tutorial-- Set alerts, get notified when changes occur
Test case is a kind of work item. As a workaround, you could simply select work item change alter template to achieve this, select test case.
If you want to dig into specific field of work item to trigger a custom alert, you could try to use the extension--TFS Aggregator mentioned by jessehouwing in the comment.
        PatrickLu-MSFT
        
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