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Comment on Apple Watch cannot reconnect
A corollary to this approach is to make sure that your watch, phone and Mac are all on the same network. As most complaints about this issue seem to be related to Apple Watch Series 5 or earlier, and Apple Watch before Series 6 could not connect to 5.2 Ghz wifi, I have a feeling a lot of people are having connectivity issues because their watches aren't connected to the same wifi network as their other devices. ymmv
Oct ’23