Glenn Greenwald has spent his career reporting on the stories institutions would rather keep quiet, from NSA surveillance to today's fights over war and censorship. When Glenn Greenwald joined Sean Kelly on the Digital Social Hour, the conversation centered on the Iran conflict, the unresolved Epstein files, and what he sees as the real cost of criticizing Israel in American public life.
From there, the discussion widens into press freedom, the state of independent media, and how the current moment could shape Donald Trump's legacy. Throughout, Glenn Greenwald frames his positions as his own analysis, not settled fact.
About Glenn Greenwald
Glenn Greenwald is a journalist and former constitutional lawyer best known for his reporting on National Security Agency surveillance programs based on documents from Edward Snowden, work that earned him and his colleagues the Pulitzer Prize for Public Service. He went on to co-found The Intercept.
He now publishes independently on Substack, continuing to report and comment on foreign policy, media power, and civil liberties. His reporting has made him a frequent, and often polarizing, voice in debates over press freedom and government transparency.
What Glenn Greenwald and Sean Kelly Talked About
- Greenwald's view that the U.S. risks repeating past mistakes as the Iran conflict escalates.
- His take on why criticizing Israel can still carry real career and financial costs in American media.
- His perspective on the unresolved questions he sees surrounding the Epstein files.
- His argument that winning a war is often left politically undefined by the people who start it.
- His view on why the Strait of Hormuz matters as a pressure point in the global economy.
- His observations on how independent media can stay free without becoming captured by new pressures.
- His take on how years of continuous war have affected trust in American institutions.
- His perspective on what the Iran conflict could mean for Trump's political legacy.
Why This Conversation Matters
This conversation is presented as Glenn Greenwald's own analysis, covering territory he has built his career on: war, censorship, and the pressures facing independent media. Sean Kelly gives him room to lay out that perspective in detail, without either side softening where they might disagree.
▶ Watch the full episode on YouTube
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About Sean Kelly & the Digital Social Hour
Sean Kelly is an entrepreneur and the host of the Digital Social Hour, one of the fastest-growing interview podcasts in the world, where he sits down with entrepreneurs, athletes, creators, and cultural voices for candid, long-form conversations. The show draws over 100 million views a month across platforms. Explore more guest features on SeanKelly.io.
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