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Especially when you can update them with stuff like Rockbox.
https://www.rockbox.org/
I've been meaning to replace the battery on my 1st generation iPod, getting a firewire card, and putting Rockbox on it.
tbh I didn't like rockbox. I used a random program called FooBar2000 with some 3rd party plugin found on a dead forum to let me drag and drop .mp3-s on it.
I don't have the exact link but this guide seems pretty similar https://www.howtogeek.com/24473/how-to-use-your-ipod-with-foobar2000/
rockbox seems like a dope project, it just wasn't for me.
How dare you enjoy something different than my suggestion! /s
FooBar2000 is a classic program, wild it's been around for over 20 years and is still being developed!
It's still the best Windows music app. It is one of the only things I miss from Windows.