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UPDATE: Spotify Support was unable to fix the problem with my account and verified it wasn't an issue with my devices. I was able to login using their test account and then later a new one which I created, both new accounts had no issues using the DJ feature when logged in using the same devices and software as my original broken account. Unfortunately they can't transfer all of the old account's settings so I will have to manually retrain the new account's music recommendations. Once I receive my old account's user data (requested from the Privacy settings page) they told me to update them so the original account could be deleted. Each response took about 30 minutes and they were pleasant to work with.
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Plan
"Spotify Premium with Hulu" - shows as "Premium Individual" on the app
Country
USA
Device
Operating System
Android 12, Android 13, Windows 10 version 22H2 (OS Build 19045.3208)
My Question or Issue
Copy/pasting the email I sent to support:
My Spotify Plan: "Spotify Premium with Hulu" - shows as "Premium Individual" on the app