Thanks for the information provided to the Illustrator team.
We are able to reproduce this issue at our end and the engineering team is currently isolating this issue further to get to the root cause.
With Best Regards,
An error occurred while saving the commentDave K commented
The next time this happens I'd be happy to walk my laptop the three blocks from my office to yours if it'd help. Disabling and re-enabling Siri seems to have fixed it this time.