Summarize what I have tried and heard so far:
Issue: Set Up a cellular Apple Watch for a Family Member
Error code: “Could Not Sign In. The operation couldn't be completed (CDPStateError error -2.)”
Error stage: "Signing Apple Watch in to the family member's account"
Conditions:
- iOS: 17.6 (latest)
- WatchOS: 10.6 (latest). Note: if the watch os is older, such as 10.3, a different error shows up during the same stage: "Could Not Sign In, unexpected error with certificate"
What has been tried but not working
- dozens of times of repeating the same pairing and setting up process;
- tested wifi and data for connection;
- tested unpairing and paring for multiple times;
- tested multiple new Apple IDs for the family member;
- soft and hard reset of the Apple watch;
- logged in to the family member's Apple ID account and removed the watch from the list;
- used a different phone with a different Apple ID (another parent/guardian in the same family);
- logged in the parents' Apple ID (organizer) on a different iPhone;
- Called Apple and troubleshoot with an advisor/senior advisor through screen sharing;
- worked with multiple technicians in the Apple store (several different sites by different users)
So far, no one really knows the cause and solution for the issue, but it is quite clear that it is related to Apple (both Verizon and AT&T users experienced the same issue).
Hopefully, there is a solution before I returned the device.