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It would be more fun if you could just drag and drop files on it instead of requiring some software discontinued decades ago
You can, if you enable disc mode, but it’s pretty unstable as I recall. And iTunes still exists.
There’s also Rockbox, which is still in development.
You can also upgrade an iPod with more storage, more battery, and Bluetooth.
You can still sync ipods to this day. They fucked it up a little but “discontinued decades ago” is just not true.