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In this extended episode, I talk about the ideas and insights of two thinkers, David Hume who lived in the eighteenth century, and Isaiah Berlin, who died in 1997. They both offer us interesting thoughts about human nature, what we mean by ‘the self’ and how to enshrine multiple personal freedoms and rights within a vibrant society. Both writers argue for tolerance and benign scepticism. I also suggest some connections between their ideas and those of Gotama Buddha.