[jsz0]

Winamp was doomed to be a relic of a simpler time. Even if you take the iPod and iTunes Store out of the equation Winamp's file-centric approach was a limitation as people's music libraries increased in size and complexity. All their attempts to add more modern features just made Winamp worse for the people who did like its simplicity and file-centric design.

[Zancarius]

Sad truth, honestly. I still have a fairly sizeable mp3 library primarily from CD purchases decades ago, and later from Amazon music downloads.

I don't listen to it. I stream from YT Music these days. It's just easier and more convenient. Plus my musical tastes and preferences are really, really, really strange. Streaming ticks all the right boxes.

I fought going this route for the longest time, mostly on principle. I lost that fight.