Hi nathan_455934,
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I understand you want to be able to sync music that did not come from iTunes onto your iPod shuffle. You can definitely do this. It sounds like you are already aware of how to move the music into iTunes, the only extra step you may need (depending on format of songs) would be to convert the format of the song files. The following article has some great information on this process if you need convert.
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iTunes: How to convert a song to a different file format
I am including below a link to an article that shows compatible iPod shuffle audio formats to save you a step if you do not need to convert.
Archived - iPod shuffle: Compatible audio formats
How To Download Google Play On A Macbook
Thanks for reaching out,
-Joe
How To Download Google Play On Macbook Air
May 11, 2014 2:45 PM