I think some of it goes back to what you get most out of your time. If you like nostalgia, go back to your favorites. But also do you find your time is best used if you hear new music (or how about just NEW MUSIC TO YOU).
I'm doing my Albums of the Year series on my YouTube channel and it has me discovering a ton of albums I only vaguely knew or didn't know at all..and bands. Like Joe Jackson, Talking Heads, 10cc, Steely Dan, Ultravox, ELO, Supertramp, and some others.