I just went through a box circa 1999-2001. It contained newspapers that were so large they felt awkward in my hands compared to today’s tiny paper. I recycled stacks of business cards of names that brought back interesting memories but will never be contacted again. I tossed papers of a defunct business which reminded me of the many things I had my hands in. I did some neat things back then. I found an uncashed check for $1 from 2000. It feels good to get that stuff out of the house.
Update: I filled up a 30 gallon trash bag plus another 13 gallon trash bag with papers I’ve been holding onto from 1999-2001. The recycle can is full! That was cathartic.