What's the best way to create assignments that a student hasn't already attempted?

Let's say I have a class with 3 students. Each of these students is making progress at different rates. If I got to the Class page and click on Assign, I get a list of all the videos and exercises in any particular course. To the right of these exercises are a checkbox that I can click and then add as an assignment to the class.

The problem is that this screen doesn't show me which exercises a student has already become proficient in. I can find what a student already did under Admin and clicking on Students but that's incredibly tedious to do in order to assign new exercises.

Surely there's a better way, right?