One thing that iTunes makes possible that I find is really fun and fascinating. Pick a great classic song — “Careless Love” is a good choice.
Then listen to all the versions — Odetta, Preservation Hall Jazz Band, Madeleine Peyroux, Benny Goodman, Brook Benton, Dinah Washington, Dave Van Ronk, Joan Baez, Dr. John, Josh White, Lena Horne, Leadbelly, Lightnin’ Hopkins, The Ravens, Pinetop Perkins, Wynton Marsalis and (the only one you really need) Bessie Smith.
And one they don’t have, but should, Ray Charles.
How did we live before the internets?