My Apple Watch has been acting up ever since I changed the region of my Apple Account. The Apple Watch app refuses to download any music to the watch, no matter what I do. So, as a tech support person myself, I decide to contact Apple Support about it. Here is how it went: We start at 15:15. I share detailed information about the issue and the troubleshooting steps I have already tried. I can’t upload a screen recording of the problem because their interface doesn’t support the file format. They ask me questions about things I have already explained. I get disconnected from the first advisor. I get reconnected to a second advisor. They take some time to check the conversation history. They ask me the same questions again about things I have already shared. I am asked a few more questions, and I reply with more details. The advisor finds out that I have a VPN app installed on my iPhone and suggests uninstalling it, even though there are no active tunnel profiles. It isn’t the VPN. It…
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