Hello @cgreeley
Thank you for contacting the Instructure Community. We're sorry to hear you've been experiencing issues with uploading content to Notability while using the Canvas app. Notability is a 3rd party app and it is possible that their integration has changed or that the iOS updates may have caused errors. Also, not every app has full functionality while working within the Canvas app itself - as it is essentially an app embedded and working within another app. Do you have the same problem on an internet browser? We haven't sen any recent changes from them and the last reported errors seem to have been resolved:
Solved: Notability to Canvas issue - Instructure Community
Similarly, you may want to open a Canvas Support ticket or content Notability directly.
Because of the complexity of the issue, and the concerns for privacy, it would be best if you contacted Canvas Support directly to pinpoint the source of the issue and provide a resolution:
How do I contact Canvas Support? - Instructure Community