Part of the value in asking naïve questions, Bennett says, is that it forces people to explain things simply, which can help bring clarity to an otherwise complex issue. “If I just keep saying, ‘I don’t get it, can you tell me why once more?,’ it forces people to synthesize and simplify—to strip away the irrelevances and get to the core idea.” Sometimes, he says, his naïveté gives others permission to step back and rethink in ways they might not normally be comfortable doing.