Image uploading fails with “Failed to upload image; an error occurred on the server”

It’s not DNS
There’s no way it’s DNS
It was DNS

This issue has been remediated. We’ve manually updated our DNS records to make sure the image upload service resolves correctly. It’s currently just pinned to a box and we are working with the vendor to make sure we have the appropriate entries in their Start of Authority.

I’ll update with any final conclusions. There is a chance we’ll blip if the server we’ve routed to goes down or is rotated, but we’re working on getting the permanent fix up in the meantime so that doesn’t happen.

Thanks for the reports and your patience everyone!

Update 1: DNS should be fully resolved and operational. We’ll have some pingdom alerts in place, and we’ll keep an eye out for any other issues that come up.

Update 2: The DNS fix is having trouble propagating; investigating…

Update 3: Remediated again. Will continue to investigating better resilience.