When the "Enable Dictation?" alert is displayed, appDelegate.applicationWillResignActive() is called. My guess is that in this method, you are force-ending the editing of the text input (via endEditing(), resignFirstResponder(), etc.) which is making the need for dictation permission no longer necessary.
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I ran into this issue with iOS 17 devices - If the call was answered from the Lock Screen, the video button is disabled. Is this your experience also?
I am experiencing the same with iOS 17. Were you able to resolve this?