That's pretty interesting. It's funny to see how Winamp's history was at the center of how we view and used our computers. Things went from cobbled together but free, to all encompassing programs that handled almost all our media needs. We totally had some growing pains when it seemed like most companies were more interesting in locking you in through shitty background processes or unbearable bloat and Winamp was totally the poster child for that. At least now, for me, Media Player does most of what I want out of media program. I still handle organization of my files on my own so I just need something that actually plays said files.
Funny thing, I still install a copy of Winamp 2.91 on my computer. This was the last version before it got all bloated and shitty. It had all sorts of extensions that let me play chiptunes and old game music in their native format and convert them to MP3s.