ITunes does not support this player. To put music on the player you must copy the files from the folders where the music files are on your computer to the device mounted on your computer.
Testimonial: "Tried to do this before without success but will try again thankyou"
Apple uses DRM copy protection on all items purchased through the iTunes Store in order to prevent you from playing the songs anywhere but on Apple device. Sansa is not an iTunes supported device, I would suggest to remove DRM from iTunes movie files to play itunes songs video on other device
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ITunes does not support Sansa, I would suggest to remove DRM from iTunes files at first. And then you can play it on other devices.View the guide for details. https://www.leawo.org/tutorial/remove-drm-from-itunes-movies-with-itunes-movie-drm-removal.html
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