Nathen Amin, a historian and author, joins Emily Briffett to unveil the complexities of Henry VII's reign. They challenge the popular image of Henry as a miser by discussing his strategic political maneuvers and significant family ties. The conversation spans his Welsh heritage and the transition from medieval to Renaissance England, emphasizing his role as a unifying monarch. They also reflect on the lasting impact of his tenure, which set the groundwork for his son, Henry VIII, and the future of the monarchy.

Historical experts Matt Lewis and Nathen Amin discuss the Battle of Bosworth, exploring Richard III's claim to the throne, his unconventional rule, and the negative portrayal of him. They also delve into Henry Tudor's perception, victories, and the rewriting of history. Additionally, they examine Margaret Beaufort's role in the battle and her political influence.