In this episode, we reunite with an old friend of the show — Caterina Sforza, the indomitable “Tigress of Forlì.” From her, we follow the turbulent and violent early life of her son, Giovanni de’ Medici, known as Il Gran Diavolo — the Great Devil — a man whose passions, battles, and excesses would shape the future of both the Sforza and Medicidynasties.

We go through the tangled lineage and fiery temperament of one of Renaissance Italy’s most fascinating figures, tracing his path from rebellious youth to feared mercenary captain — and father to the first Grand Duke of Tuscany.

What You’ll Hear in This Episode

• The Birth of “Il Gran Diavolo” (1498) – Giovanni’s birth to Caterina Sforza and Giovanni “Il Popolano” de’ Medici, and the prophetic words that would define his life.
• A Child of Chaos – His mother’s imprisonment by Cesare Borgia, his custody battles, and his violent childhood in Florence.
• Love, Blood, and Family Ties – The marriage to Maria Salviati uniting two Medici branches, and the domestic discord that followed.
• A Life of War and Vice – Duels, brothel fights, noble feuds, and the infamous bridge incident with the Orsini family.
• From Rogue to Commander – His rise through the papal ranks, battlefield heroics, and growing legend as a fearless condottiero.
• The Birth of Cosimo de’ Medici (1519) – The long-awaited heir who would one day found the Grand Duchy of Tuscany, born amid firelight celebrations across Italy.

Key Figures

• Caterina Sforza – The formidable mother whose courage and intellect defined Giovanni’s heritage.
• Giovanni de’ Medici “Il Popolano” – His father, from a cadet branch of the Medici family.
• Maria Salviati – His loyal but neglected wife.
• Giovanni della Stufa – The inseparable and scandalous companion.
• Pope Leo X – Patron, relative, and pivotal figure in Giovanni’s military career.
• Cosimo de’ Medici – The son who would carry the Medici name to new heights.

Closing Thought

From Caterina’s fierce independence to Giovanni’s reckless courage, this episode explores how blood, loyalty, and ambition intertwined in the crucible of Renaissance Italy — giving rise to a new generation destined to rule.