I often hear people say they overthink things. But when can you do too much thinking? This conversation is with a former student, Eleanor Gordon-Smith (Class of 2009). Eleanor is a philosopher, academic and has been writing an advice column for the Guardian Australia for the last four years. She has also published a book titled “Stop Being Reasonable”. We discuss the value of thought, the nature of advice and why we seek it and the place that doubt has in our beliefs. It might all sound pretty deep but I can assure you that there are plenty of examples and anecdotes that makes this conversation easily accessible.