Belarius

Pretty sure you're thinking of Brian Christian's first book, The Most Human Human (2011), which he promoted pretty widely in non-fiction publishing circles. It's a slightly surreal book to go back to now, since it describes a world in which deep learning was only starting to pick up speed in research circles and the transformer architecture had yet to be invented, but his account of trying to be the "human least like a chatbot" in setting of a Turing test remains very entertaining.