I got an update from someone who has known Jack for many years. He is in fact a BT (Baal Teshuva, lit. “Master of Return”), meaning he did not grow up Orthodox. He only became Orthodox during his twenties. But not only that — he never attended yeshivah, Kiruv/BT or otherwise, at least to the best of my source’s recollection.
So it’s not as if he had the opportunity to learn, which was the center of the debate/discussion here over the past day.