Hey there, @Nater286. 👋
Just to confirm, you do have the offline content downloaded to your iPhone device. As you may know, you'll need to keep your offline content downloaded on your iPhone within the Pandora app. If your offline content is removed from the Pandora app on your phone, it will be automatically removed from your Apple Watch.
Do you have enough storage available on your Apple Watch?
To check how much space is available on your Apple Watch, from your iPhone go to the Watch app then General > About > Available.
I’ve enabled a trace on your Pandora account to help us better understand what’s happening. If the issue continues after waiting some time for the download process to begin, delete the app from your Apple Watch and then reinstall.
++
If you still have trouble after reinstalling, could you provide me with a bit more information about your devices?
What iPhone model do you have?
What version is your Apple Watch on? (Open the Watch app on your phone and go to General > About> Version)
Thanks for sticking with me on this. 🎧
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