Hi there, @WallaceVanHalen. 👋
Thanks for letting us know about your experience with offline listening on your Apple watch device.
First, you'll need to keep your offline content downloaded on your iPhone within the Pandora app.
Looks like you're upgraded to Plus. For Pandora Plus subscribers, we will automatically add your three most-listened-to stations along with Thumbprint Radio to your Apple Watch (as long as there is enough space available). Unfortunately, you won't be able to select or edit which stations are downloaded.
To make offline content available on the Pandora app for your Apple Watch you must:
When listening offline from your watch, be sure to use thumbs. Your offline content will automatically sync with your iPhone when your watch is charging and any thumbs you've provided will be recorded.
Please note: If your offline content is removed from the Pandora app on your phone, it will be automatically removed from your Apple Watch.
Is it possible that this might be happening because there is not enough storage on your Apple Watch?
If it doesn't appear to be storage related, let's try reseting the download process on your Apple Watch:
If the issue continues after waiting some time for the download process to begin, delete the app from your Apple Watch and then reinstall.
Let me know how it goes. 🎧