Many current favorites have fallen into that category over the years, such as The Smiths, Simon & Garfunkel, David Bowie, The Byrds, The Kinks, etc. It's just not the kind of stuff I cared about during my teens and most of my 20s. But when you finally discover them, you realize it's all gold.
Most other things are too recent, and bands haven't released enough albums to really qualify. Maybe Wilderness (the ones on Jagjaguwar), even though they only had 3 albums between 2005-2008. They disbanded before I learned of them, so I guess that should count as something I missed out on. Also Paul McCartney, I never bothered with his solo stuff until recently and RAM is amazing. I've listened to Sonic Youth for quite some time but for most of that time I only had a passing interest. In the last 5 years, let's say, I've been going through most of their discography and realized I should have been listening to them in high school. Marmoset also. Their first two albums (and their best) came out in 1999 and 2001 and I only discovered them last year.
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