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Under the hood automation API runs your update and then runs a separate operation to get the outputs. Looks like operation succeeded but for some reason there was a failure getting the outputs.

Do you have a repro? It would be good to open an issue <http://github.com/pulumi/pulumi/issues/new|github.com/pulumi/pulumi/issues/new> if you don't mind

It resolved itself at some point. If I run into it again, I can definitely do that