Well, yet another cryptic error message (the fourth one I posted I believe): Error: There was a failure updating your skill, please try again.
The dev portal works 30% of the time when updating feeds inside my briefing skill. 70% of the time it just spits out a random error, often not even attempting to contact our backend in Azure. Then we come back 1-2 days later, we try again and it works. Extremely frustrating and unfriendly.