Yeah, but there's an appropriate middle ground here.
"Something has gone wrong. We've backed up your work, which you can retrieve _here_. It appears the server did not receive the latest update. We will attempt to send the data again, but, in the mean-time, we recommend..." etc.
The message is from professionals that are ready for the unpredictable, which we are.
This way, rather than personifying the buggy product and getting angry at it, the blame is shifted to a more forgivable entity. "Everybody makes mistakes", etc.
I suspect that's the line of reasoning anyways since a lot of these products, like gmail and iCloud are pretty much all business, only giving the most utilitarian feedback until they crash, at which point the cute blasters get set to kill.