@BrendaRengers ,
In addition to the information provided to you by @Chris_Hofer about Canvas Studio, if you do have Canvas Studio you will easily be able to track student engagement and watch analytics / insights.
To my knowledge, Canvas Studio will not directly report that the student watched the video two times, however it will present to you how much of the video they watched. Now, when it comes to a scenario where the student watches the video once, and only watched half way through, but then watches it again a second time but this time the whole way through, the only thing that the Insights will show are updates of how much the student watched, not the actual amount of times they viewed it, if that makes any sense? However, if you're just uploading a file to your course, then canvas studio engagement isn't applicable in this circumstance and the best way to track how many times they viewed it would be through access reports, as Chris was talking about above.
Hope this helps, too.
- Noah