How do I upload a file to more than one course?
Is there a better way than upload it course by course?
If you have a lot of courses that need a file, you can share it to Commons. This doesn't require you to share this file with everyone else; you can upload it to Commons for just yourself. Once its there, you can send it multiple courses at once. On the right side of the file in Commons will be a list of all the courses you have access to as an instructor. Check a box next to each course where you wish to send the file, and then click the green "Import into Course" button. That file will soon appear in the Files area of each selected course. Below is a screenshot of a file I've done this with myself. Only I can see it, but I can drop it in many courses if I need to. Also, here's two articles with more info:
Retrieving data ...