Circa 2010, iTunes could recognize these “non-Apple” MP3 players (archived list).
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Nomad II, II MG, II c; Jukebox, Jukebox 20GB, Jukebox C; MuVo 
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Rio One; 500; 600; 800; 900; S10; S11; S30S; S35S; S50; Chiba; Fuse; Cali 
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Nike psa]play (actual name) 60; 120 
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SoundSpace 2 
 Three “CD MP3 Players” by RioVolt were supported, one pictured here.
 Three “CD MP3 Players” by RioVolt were supported, one pictured here.
For shits and giggles, plug an iPhone XS Max and a U2 iPod and an HP iPod into current-generation iTunes on a brand-new Macintosh and see what happens. Next try one of these cœlecanths.