I had this problem today. I told a student he could resubmit once I clicked the re-assign button and he went to the assignment - still locked.
I don't leave assignments open indefinitely, and I don't grade assignments until they are closed. It seems the reassign button just adds the assignment to their to do list but doesn't grant them access; prompting them to resubmit would be misleading if they don't actually have access to the assignment.
If I still have to go in and re-open the assignment, then the reassign button hasn't gained me much other than prompting the student to resubmit.
I agree that adding a few days automatically would work. I would also be fine with a few buttons to allow me to choose how much time to add to the student's window of opportunity to resubmit.
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