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Extract music from a 5th generation iPod nano using CLI tools on macOS. Music files are stored with scrambled 4-character names in iPod_Control/Music/F##/ folders.
Solution
Step 1: Connect iPod
Connect iPod via USB
Rename the mounted volume to "iPod" if needed
Step 2: Keep iPod Mounted
Create and run this script to prevent auto-unmounting:
#!/bin/bashwhiletrue;doif [[ -d"/Volumes/iPod" ]];thenecho"iPod connected! Locking mount..."cd"/Volumes/iPod"echo"Press Ctrl+C to release lock"
tail -f /dev/null
fi
sleep 0.1
done