Adam Carolla Show Bill O’Reilly Discusses the Most Evil Men Of All Time + Living Dangerously with David Nihill
Sep 10, 2025
Bill O'Reilly, a political commentator and author, discusses his new book on historical figures deemed 'evil,' analyzing notorious leaders like Caligula and their modern implications. He critiques contemporary politics and the moral responsibilities of voters. Comedian David Nihill shares hilarious and reckless stories of extreme sports and youthful adventures, contrasting them with today's cautious youth. The conversation humorously navigates the changing media landscape while reflecting on risk-taking and cultural quirks.
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Criteria For Defining 'Worst Of The Worst'
- Bill O'Reilly selected 15 historical and modern figures who shaped persistent, destructive systems rather than isolated killers.
- He prioritized influence on current lives and human-death toll when defining 'worst of the worst'.
Historical Leaders Shaping Modern Conflict
- O'Reilly includes historical figures like Henry VIII and links their actions to ongoing religious conflicts today.
- He cites Henry VIII's role in Anglican-Catholic tensions in Ireland as an enduring consequence.
Evil As Enjoyment Of Harm
- O'Reilly argues men dominate history's greatest evils because evil requires enjoying hurting others, which he found fewer women fit.
- He uses Putin as an example of someone who 'enjoys' inflicting civilian suffering.
