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UPDATE: This is happening on that machine even when targeting a new phone and with a fresh install of XCode 11! It must be something hosed in the environment... What outside of xcode could be involved with this? Bear in mind that it's not broken - just takes *60 seconds* to attach the debugger.
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Thanks. After digging into it more I found that registration was being triggered by the intiialization of a property on our AppDelegate class and I guess it was a race condition such that if the registration happened fast enough the callback (which was on the main thread) could happen before application didFinishLauchingWithOptions was invoked.