Unable to transfer music from Mac to iPhone

This has been a severe bug I've experience for years now. Sometimes when I drag a playlist from my Mac (in the application Music, formerly iTunes) to my iPhone [and I've tried different iPhones], it will copy playlists I had deleted from my Mac even years ago. And so the process attempts to copy ALL the audio from ALL these playlists, and will naturally fail because my Mac has vastly more room on its hard drive than my iPhone. I then I have to manually delete each playlist from my iPhone one by one, and go into the settings and delete the audio. It's a huge pain EVERY time. Worst of all, it sometimes runs out of room trying to copy the very playlist i actually want. I do NOT use the "sync" function at all (this had been trouble for me 15 or so years ago, deleting hundreds of albums I had transferred to iTunes from the CDs I own. I don't even exactly understand the premise of "sync" - how can one expect a tiny hard drive on an iPhone mirror what a huge hard drive on a Mac has??? I just want to MANUALLY copy the odd playlist to my iPhone, and delete stuff there when I need the room. You now, like I can with virtually every other storage device ever made.




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Original Title: Transferring music from Mac to iPhone

iPhone 5s

Posted on Jun 22, 2025 07:38 PM

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Jun 23, 2025 01:07 PM in response to tate_bash

I wouldn't even know how to transfer files from my Mac to my iPhone without connecting with a USB-Lightning cable. That's the only way I have ever done it. Regarding software versions, the bug has persisted through many versions of MacOS, Music/iTunes and iOS. Obviously I can't upgrade my iPhone 5s past a certain version (it's at the latest it can be).


Sometimes I can cause havoc by simply replacing a song inside a playlist on my Mac, and then attempting to retransfer to my iPhone. Then the transfer seems to freak out, and try to copy ancient playlists and files. Sometimes the bug seems to happen for no reason at all.

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Unable to transfer music from Mac to iPhone

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