Series 8 under 26.5 Iphone 11 under 27.2 MBP 16" M2 Max under 27.2 Xcode 27.2 I have been struggling to make the apple developer switch show up in the settings of the watch for unironically north of 5 hours. My last desperate attempt to put the devices on dedicated a 2.4GHz network did not yield any results. What did in the end seem to work is deleting the WIFI network from the iPhone, so the watch also lost it, and readding the network on the iPhone side. After that the Developer options showed up and after the associated reboot was available in the device hub. Preparing for development failed according to the Device hub, but it showed up in xcode as a target anways and is now running my app. Wether the success was a late consequence of the 2.4GHz attempt or overall had nothing to do with any of it and was just happy coicidence that it finally worked I am not sure. For reference before it was always visible in the console application as a device, but xcrun never saw it. Hope this helps someone. Arguably worst apple software experience I have ever had.