Seems I'm not the only person doing something like this then.

Personally i started a "To Remember" playlist in about 2009 and have been adding every single track I've liked enough since to said playlist. By now its 4127 songs!

With the timestamps its a great way to relive past periods of my life, and also I can put it on shuffle and get the soundtrack of my life. Been a great boon in my life for a very long time.

Also, to keep track of albums I've listened to i keep a "Where I've Been" list where the first track of every album I've listened to in its entirety goes. Its a small way to fight the ephemerality of listening to an album in the digital environment.

I actually i scrolled through the entire list just two days ago and bathed in the memories, was fun to see all the places I had been and forgotten about.

I really do miss having a rack of CDs to let my eyes float over for the memories, and the digital "equivalent" is a brittle substitute, but it has enhanced my life in many ways so I've come to accept the tradeoff.