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Yeah, the saves I've tried using have been during the Jagged Crown quest. That quest completes and initiates Message to Whiterun just fine, without a problem.
I'm at the point where I've returned Ulfric's axe to him. He goes into his conversation with his second in command, and when he finishes I get the objective "Wait for Ulfric's orders" completed. Ulfric will then attempt to talk to me, but instead of a scripted conversation, I receive the regular...