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Reality Winner writes the next chapter

16 snips
Nov 4, 2025
Reality Winner, a former NSA contractor who infamously leaked a classified report in 2017, shares her journey in the podcast. She discusses the emotional toll of remote intelligence work and the pressures of secrecy. Winner describes her motivations behind leaking the Russia report and the naive belief that her actions would go unnoticed. With an eye on the future, she raises concerns about the Espionage Act and its implications for whistleblowers, reflecting on how her experience has altered her view of America.
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ANECDOTE

Mailing The Document By Hand

  • Reality Winner printed a five-page classified NSA report, carried it out on paper, and mailed it to The Intercept.
  • She hoped the paper method would give the publisher time to publish before she was traced and arrested.
INSIGHT

Secret Viral Within NSA Stayed Hidden

  • Reality was baffled that a top-secret NSA report about election interference stayed internal and didn't reach the public.
  • She concluded secrecy, not necessity, kept critical information from citizens and lawmakers.
ANECDOTE

Dropping The Envelope After A Yoga Class

  • Reality describes mailing the document after work and even subbing a yoga class before dropping it in a USPS box across the street.
  • She expected the mail to delay discovery and briefly convinced herself it was lost when nothing happened for two weeks.
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