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How to transfer music from an older iPod to an iPhone
I have a 3rd or 4th gen iPod (not glass wheel but not an iPod Touch) with a lot of music on it and I'd love to get that music onto my phone, which is an iPhone SE. How do I do this? Is there a way to do it without using any third party programs? I read something about putting the iPod into 'disk mode' and futzing with hidden files but I'd like a second opinion before I dive in with that option.
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https://steamcommunity.com/profiles/76561197970666737/
They will all have goofy names, yes.
Because Apple just works (at making your user experience utter shit).
A couple of tools that might be helpful:
dBpoweramp Music Converter
It will let you convert the music files into other formats if needed, be careful you do not end up compress the audio files multiple times using degrading compression - much better to store music in either uncompressed or lossless compression.
Tag&Rename
A tool let you see and edit the meta data in the music files, so it should tell you artist, album, title and so on of those files with garbled names. I should even let you rename the files in bulk using the meta data.
Mods, can we leave this open for a few more days in case I screw something up and have to come back for more advice? I'll respond when the transfer has been successfully made.