I have to say the Google Play Music app truly stinks. Haven't been able to upload a single piece, yet. Been trying various "fixes" all day. The 1-2 star reviews at the Play site seem well-deserved. 
Sorry for the trouble, Phineas. Just to confirm, are you trying to upload music through Music Manager or Chrome? Let us know and we'll do our best to help.
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Thanks for getting back to me. I've tried both, but nothing works. I'm logged into my account, I select a folder from my iTunes library, but nothing uploads. I've even tried turning off my firewall during an upload, but no luck.
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Please try uninstalling and reinstalling the Music Manager. Once it is installed, you can re-upload the playlist from iTunes. Let us know how that goes.
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