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Russian Winamp-shaped player. Light, skins, library. Windows.
https://www.aimp.ru
XMMS grandchild. Winamp Classic interface on Linux, Qt mode if you want it.
https://audacious-media-player.org
Linux (and Windows) audio player. Obscure codecs, ReplayGain, no collection-police UI.
https://deadbeef.sourceforge.io
Windows audio nerd player. Components for everything. Mac build exists; the scene is still Win32.
https://www.foobar2000.org
Hard-disk portable that spoke USB and line-in. Rockbox later. The brick in the bag next to the used-CD haul.
https://en.wikipedia.org/wiki/IRiver_H100_series
Library player that still talks to a phone like it is a disk. Tag, convert, sync a folder of MP3s. The 2004 “put the album on the handset” job.
https://www.mediamonkey.com
Media Player Classic Home Cinema, still patched. DirectShow Windows player that does not fight you.
https://github.com/clsid2/mpc-hc
Windows library player. Tagging, auto-organize, podcasts. Heavier than foobar, friendlier.
https://getmusicbee.com
Qt player that still wears a Winamp skin. Equalizer, plugins, Win / Linux / macOS.
https://qmmp.ylsoftware.com
20 GB, Ethernet cradle, no iTunes required. Odd on purpose.
https://en.wikipedia.org/wiki/Rio_Karma
MPlayer / mpv front end. Remembered settings, YouTube, Windows and Linux.
https://www.smplayer.info
Slim Devices, then Logitech. Boom, Duet, Touch. The odd network player that outlived the company.
https://en.wikipedia.org/wiki/Squeezebox_(network_music_player)
Clementine fork that is still maintained. Library player for people who ripped their CDs.
https://www.strawberrymusicplayer.org
Tiny Windows player with serious module playback. BASS engine, skins, plugins.
https://www.un4seen.com/xmplay.html