I am an instructor and I have used both Google Docs Cloud assignment and Google Assignments (LTI 1.3) and have this same problem with both types of external tools and I am frustrated and so are my students.

Here is the problem:

I create a Google Doc where I want students to take pictures of their written work and insert the pictures into the Google Doc that way there are no missing papers problem and students can submit even outside of class.  However frequently when a student submits the assignment there are no pictures at all and the student shows me on their iPad (we are 1:1 iPads) that the pictures are in fact on the Google Doc.  If the student waits a while....sometimes several hours and resubmits (does nothing different in the Google Doc or on Canvas) the pictures suddenly show up.

I do not want to have students do individual file uploads of these pictures because it would be several files that I need to click through rather than just scrolling through the pictures in one Google Doc.

Please help, this has been driving me nuts!

I've attached an example from today, first is when a student submitted at 2:08 pm when it was blank and the second is when the same student submitted at 6:12 pm and the pictures are there.