@specialsauce
The thing I find hardest to throw away is my DC's schoolbooks. They send them home every year with about 20 big exercise books filled with all their hard work - I just can't find the heart to recycle all their hard work.
I still have my university books full of notes, tons of essays, journals, revisions folders. It was all such a lot of work I struggle to ditch it.
I have at least 3 big boxes full of all this old work from me and my DC - help me let go of it please someone with your words of wisdom!
I may not be the help you want because I can understand why you keep them and more than that, I see those things as precious. They are the work you've done or the children have done. They are a part of you as you were. As time passes they become an even more priceless record of your or your children's life.
Sometimes you may want to revisit them to recall or rediscover yourself, see what you thought and did or reclaim the subject you studied and be astonished at how well you did and how much you achieved. A time may come when you no longer feel the need to do that.
There are things you could do meanwhile, to reduce what you keep.
Edit them so that you select and keep a sample from each year of the child's work, choosing those that are notable in some way or that most reflect something characteristic of or particular to that child.
You could set yourself a goal to ditch, say half of them initially and work up in stages to a more stringent pruning where you keep only one in four or one in ten.
The same with your own essays and books. Select highlights from your academic studies, keeping those of greatest quality or interest or emotional significance and part with others that are less so.
You could photograph papers that you decide to part with but are not sure about losing, so that you still have a record of them.
For those you keep, decide to use them in some way, for example, reproduce and use quotes or references to the children's work - something funny they wrote or drew - in birthday cards or letters to them. You could frame or display some of them and put them up in a hallway or playroom or bedroom.
With your own work books, I don't know if you'd want to bring some highlights out of the box and into your life but you can still revisit from time to time to sift a few more out and review that part of your life and work, until the time comes when you no longer feel the need to keep them.