Winamp is one of the few pieces of software I miss from my Windows days. Every time I open iTunes or any audio player (from VLC to Spotify) I fondly remember Winamp.
1999, WinAmp: type a couple characters of a song title and play it.
2013, iTunes 11: Try finding a song forever, go "forget it", hit shuffle.[0]: https://www.foobar2000.org/components/view/foo_ui_columns
I've found my peace with Clementine, but sometimes I still miss foobar's superb collection management, vibrant community, and endless avenues for customisation.