I 100% agree, the best feeling ever is getting your work crossed off and having a blank slate in your calendar. When I plan out my schedules I tend to include commitments outside of just schoolwork, I'm curious if you do the same. Also I do like the tactile aspect of a physical calendar which I think you use. I've always been envious of peoples work planners because they always look so neat and orderly, but it's never worked for me personally.