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Palmer Reveals Machiavelli Witnessed Borgia Massacre While Working as Florence's Diplomat

Dwarkesh Patel Podcast · Ada Palmer – Machiavelli is the most misunderstood thinker of all time · June 16, 2026
Palmer Reveals Machiavelli Witnessed Borgia Massacre While Working as Florence's Diplomat
Dwarkesh Patel Podcast
Dwarkesh Patel Podcast
Ada Palmer – Machiavelli is the most misunderstood thinker of all time
"Machiavelli has this incredible firsthand experience of being with Valentino through all of these decisions, being with him at the massacre at Senigallia when rumor had reached Valentino that some of his people were terrified of him and plotting to overthrow him. And then they were so scared of him, they decided to abandon the plot. And he heard, and he met with them and told them, I forgive you, it's okay."
Ada Palmer, historian at the University of Chicago, reveals Machiavelli was physically present at Cesare Borgia's infamous massacre at Senigallia, where Borgia invited conspirators to a banquet under false forgiveness and slaughtered them. Palmer describes how Machiavelli's family had no idea if he survived for months afterward, waiting in fear. This firsthand proximity to extreme political violence directly shaped The Prince.

About this episode

Host Dwarkesh Patel interviews Ada Palmer, science fiction author, composer, and University of Chicago historian, for an extended discussion of Machiavelli's political thought and the chaotic world of Renaissance Italy that produced The Prince. Palmer reveals Machiavelli was physically present at Cesare Borgia's infamous massacre at Senigallia, where conspirators were slaughtered at a banquet after false forgiveness, with Machiavelli's family waiting months to learn if he survived. The conversation explores why Italy was uniquely unstable in Machiavelli's era: rapid papal turnover created unpredictable regime changes every decade, while the breakdown of long-standing city-state governments triggered cascading instability. Palmer argues Machiavelli was an extreme patriot who refused lucrative foreign employment after torture and exile, writing The Prince as a secret job application only for Florence's rulers, not for wide circulation. The discussion examines how Renaissance scholarship required disguising original ideas as commentaries on ancient texts, why patronage networks were considered stability mechanisms rather than corruption, and how Florence's cultural output functioned as cheaper-than-war diplomatic strategy against militarily superior powers. Palmer traces modern copyright law to Inquisition censorship requirements and describes how Romans rioted demanding more nepotism when a pope appointed a competent general instead of his incompetent son. The episode distinguishes between the historical Machiavelli—a selfless patriot—and 'Machiavellian' as a cultural character representing amoral self-interest, explaining how this doubling shapes political thought today.

Key takeaways

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