Here's what worked for me: Conditions Xcode 15.0; iPhone already available as a Run Destination; Watch is shown in the list, but no information about it is displayed, status switched between "Connecting" and "Waiting to reconnect"; watchOS 10.0.1; Shared WiFi network. Steps In Xcode, open Window > Devices and Simulators; Connect iPhone with a cable (not sure if this step is required); At this stage, watch is in the "Devices" list, no information about it is displayed, status of the watch switches between "Connecting" and "Waiting to reconnect". On the watch, go to Settings > WiFi, make sure WiFi is on and select the WiFi network; At this stage, Xcode clearly connected to the watch and the note under the status changed to "Enable developer mode". On the watch, go to Settings > Privacy & Security > Developer mode (at the very bottom of the list); Watch restarted, asked to trust the Mac again, all permissions were given. Xcode attempted to reconnect and, after a short while, connected to the watch successfully and started the pairing process. The whole procedure took a few minutes and now the watch is available as a Run Destination. p.s. Xcode statuses are "rough approximations" from memory, all steps might not be necessary.