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Comment on [Apple Watch] Unable to Check for Update - Not connected to the internet error
@Jstarks03049 is the real hero of this thread. I had tried everything. But changing my wifi to 2.4GHz actually did the trick. I'm using an Orbi router and what I actually needed to do was reduce the 5GHz transmit power to 25% in Advanced > Advanced Setup > Wireless Settings > Advanced Wireless Settings (5GHz 802.11a/n/ac) > Transmit Power Control. I was unconvinced this would do anything, but to my delight and surprise, the update started downloading immediately after doing this. Hopefully, this will help someone else in a similar situation.
Oct ’21