Hi @bd175738 ...
Thanks to @pmartinez and @Bobby2 for providing you with some awesome help this afternoon! I'll just address one thing you mentioned in your original question...
Anytime I re-submit a new video it erases the video previously uploaded.
Yes...that's how it might "appear" to students, but have no fear. Although students are only able to see their most recent submission for a given assignment, your instructors are able to see every submission for a given assignment. Everything is time/date stamped. Here's an instructor Guide that shows how your instructors can view all submissions to a single assignment: https://community.canvaslms.com/docs/DOC-13088-415255024 Check out the section about half-way down the document called "Evaluate Multiple Submissions".
I hope this extra bit of information will be of help to you, Ben.
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