Kellyanne Conway made history as the first woman to run a Republican campaign for president when she helped Donald Trump win in 2016—a far cry from her days packing blueberries at a farm in New Jersey. As many advisers fell in and out of Trump’s orbit during his presidency, Kellyanne remained a constant presence before leaving the White House in August 2020. She joined David to talk about being raised by four women in blue-collar New Jersey, her relationship with Trump, her disappointment with the Trump 2020 campaign, the difficulties of being a working mother, her predictions for Trump’s 2024 plans, and her memoir, “Here’s the Deal.”
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Ep. 496 — Kellyanne Conway

David Axelrod, the founder and director of the University of Chicago Institute of Politics, and CNN bring you The Axe Files, a series of revealing interviews with key figures in the political world. Go beyond the soundbites and get to know some of the most interesting players in politics.

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Bill Walton, one of the 50 greatest players in NBA history and former basketball announcer, died this week. David talked with Bill back in 2016 about leadership, what he learned playing for John Wooden at UCLA, how his back troubles nearly drove him to suicide, his love of the Grateful Dead, and much more. We revisit that conversation this week.
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Best of The Axe Files: Bill Walton

Originally built in just two weeks for $30,000, the White House Situation Room has been the nerve center during some of history’s most seismic events, from the assassination of John F. Kennedy, to the raid that killed Osama bin Laden, to the insurrection on Jan. 6, 2021. In his new book, “The Situation Room: The Inside Story of Presidents in Crisis,” George Stephanopoulos chronicles 60 years of American politics through spotlighting the historic room. George joined David onstage at the Chicago Humanities Festival to talk about his time working in the White House, how failed missions hashed out in the Situation Room informed future presidencies, and the responsibility of the media in covering Donald Trump in the 2024 election.
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Ep. 581 — George Stephanopoulos

For former press secretary and current MSNBC anchor Jen Psaki, clear communication has long been a hallmark of her success, from door knocking in Iowa as a young campaign staffer to explaining to her kids why they should eat vegetables. With her new book, “Say More: Lessons from Work, the White House, and the World,” Psaki delves into what she’s learned about effective communication over the years. She joined David to talk about her book, the Biden administration’s messaging on the economy, how people are multilayered yet often caricatured, the US withdrawal from Afghanistan, and the ongoing war in Gaza.
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Ep. 580 — Jen Psaki

Cyrus Habib was a political rising star when he made the surprise announcement that he was leaving elected office to join the Catholic ministry. Cyrus lost his eyesight to cancer at 8 years old, but that didn’t stop him from collecting such accolades as degrees from Yale and Oxford and the role of Washington state lieutenant governor by the age of 35. While he valued helping those in need, he felt he could make a difference more authentically by removing the ego of political office and leaning into his faith. He joined David to talk about growing up as the son of Iranian immigrants and how his parents taught him his blindness was not his identity, interning for then-Senator Hillary Clinton following 9/11 and how it changed his outlook on public service, and deciding to convert to Catholicism and join the Jesuit order.
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Ep. 579 — Cyrus Habib

“Measuring misfortune is no strategy for living,” writes journalist Frank Bruni in his new book, “The Age of Grievance.” Yet, he says, we live in a culture obsessed with feeling victimized, searching for every micro-aggression, and leaning in to personal grievance as a sort of social currency. Frank joined David to talk about his book, the civic challenges posed by grievance, why Ron DeSantis is the most emblematic politician of our era, the need for political reform, protests on college campuses, and how to approach others with more grace and less judgement.  
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Ep. 496 — Kellyanne Conway

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