What happens when a doctor defects to economics and the humanities — and then asks an AI whether doctors are a tad boring? The answers, from both Claude and Google AI, reveal something deeper than professional stereotypes. Claude argues that medical training, by design, rewards convergent thinking — getting the right diagnosis — over the exploratory, question-generating mind that the humanities cultivate. Years spent in a closed intellectual world produce a certain narrowness, though brilliant exceptions like Oliver Sacks and Atul Gawande remind us it is medical culture, not doctors as people, that deserves the critique. Google AI, characteristically, opts for balance: doctors are not boring, merely exhausted. But perhaps the most honest insight lies in the afterthought the questioner himself appends — that his intense dislike of medicine may be colouring his perception of those who stayed. Self-knowledge, as ever, is the beginning of wisdom.