Betwixt The Sheets: The History of Sex, Scandal & Society

The Boleyn Who Betrayed Henry VIII

Oct 10, 2025
Philippa Gregory, a celebrated historian and author, dives deep into the life of Jane Boleyn, sister-in-law to Anne Boleyn, and her perilous existence in the Tudor court. They explore Jane's rise to prominence, role as a potential spy for Thomas Cromwell, and her complex involvement in royal scandals, including her testimony in the Anne of Cleves divorce. Philippa also discusses Jane's tragic end, her unlikely legacy, and reflects on the harsh realities of power and survival during a tyrannical reign.
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INSIGHT

Victorian Labels Distort Jane Boleyn

  • Victorian historians cast Jane Boleyn as either wicked or mad, simplifying her complex life.
  • Philippa Gregory argues Jane was a nuanced, self-directed woman navigating dangerous politics.
INSIGHT

Unexpected Return To Court

  • After Anne and George's execution Jane unusually returned to court and rose in rank.
  • Gregory suggests a powerful patron, likely Thomas Cromwell, restored her as part of a wider spy network.
INSIGHT

Cromwell's Early Spy Network

  • Thomas Cromwell built an administrative and intelligence network modeled on Italian practices.
  • Jane may have served as one of Cromwell's informants inside the queens' chambers.
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