These are the tough ones. I'm surrounded by books that need tossing, but every time I donate books to the library, I discover I desperately needed one or two for a great article I'm writing on The American Revolution., cryptography of Italian city-states, or Custer's Blunder.
My practical daughter, before I'm cold in the ground, will hire a dumpster and load up my treasures, and all my memorabilia will become landfill.