Hi @EmilyRasberry ,
To my knowledge, this is currently not a feature available with Canvas Studio.
Each time the student watches the video, the Insights will update depending on where they watched the video. For example, if the student only watched half of a video one day, it will show 50% on the insights. Then, the next day let's say they watch it again but watch the entire video this time, it won't tell you if they watch it a second time, however you'll be able to see that their percentage has been updated, and where they watched the video, but it will still include data from the first time they viewed it. It will not "redo" the percentage chart or anything each time they watch the video again.
Hope this helps,
Noah