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I think I was trying Media Monkey like 15 years ago on Windows 98, before I got an iPod and started using iTunes (and then switched to the Mac rather than going Windows XP)

It’s not as if Apple is going to show up at your house and force you to uninstall iTunes. It will keep running for a good while after it’s discontinued. Well, no one loves iTunes anymore. It’s a really mediocre and bloated app. But it’s a free and solid music playback app. :)

iTunes