Prevail with Greg Olear Podcast By Greg Olear cover art

Prevail with Greg Olear

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On PREVAIL, a weekly interview podcast, the author and columnist Greg Olear discusses politics, world news, history, national security, foreign affairs, organized crime, dirty money, global corruption, and the fight for democracy with authors, journalists, academics, diplomats, researchers, and other expert guests. Every Friday.2021 MSW Media Political Science Politics & Government
Episodes
  • Golden Ticket: The Hidden Life of Roald Dahl
    Feb 27 2026

    You’re familiar with his books: Charlie & the Chocolate Factory, James & the Giant Peach, The BFG, Matilda. But how much do you know about the author?

    Greg Olear speaks with Aaron Tracy about his excellent new narrative podcast, The Secret World of Roald Dahl. They explore Dahl’s fascinating life, his impact on children's literature, and the complexities of his character, including his anti-Semitism. The discussion also delves into the evolution of storytelling through podcasts, the crisis of masculinity, and the ongoing debate of separating art from the artist.

    Aaron Tracy is the founder of Parallax, the award-winning audio company. His debut audio drama, The Coldest Case, a thriller starring Aaron Paul, is the most successful Audible Original of all time. He teaches creative writing at Yale University. The Secret World of Roald Dahl, on iHeart Media, is his first narrative nonfiction podcast.

    Listen to the podcast:

    https://www.listentoparallax.com/shows/secretworldofpodcast

    Subscribe to the PREVAIL newsletter:

    https://gregolear.substack.com/about

    Make America Great Gatsby Again!

    https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=t

    Subscribe to The Five 8:

    https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhA

    Check out ROUGH BEAST, Greg’s new book:

    https://www.amazon.com/dp/B0D47CMX17

    ROUGH BEAST is now available as an audiobook:

    https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    55 mins
  • The Ultimate Transgression: Offshores, Kompromat Culture & the Competitive Depravity Olympics (with Brooke Harrington)
    Dec 12 2025

    Rich people are not like us–they have more money. And mega-rich people? They not only have more money, but they hide it “offshore,” to avoid detection by the tax man, law enforcement, creditors, divorce lawyers, and, sometimes, their fellow citizens whose collective coffers they’ve plundered.

    In this conversation, Greg Olear speaks with the economic sociology professor Brooke Harrington, author of Offshore: Stealth Wealth and the New Colonialism, about the murky world of offshore finance, its implications for global inequality, the challenges of studying the ultra-rich, the culture of competitive depravity among the wealthy, and the dangers of their influence on both democracy and capitalism. They also discuss the looming AI bubble, the true purpose of AI, Jeffrey Epstein, and why studying the humanities is so vital.

    Brooke Harrington is Professor of Economic Sociology at Dartmouth College. Since 2007, she has examined inequality from the top end of the socio-economic spectrum—a research program inaugurated by her training for two years to become a certified offshore wealth manager. Her previous book—Capital without Borders —won the “Outstanding Book” award from the Inequality, Poverty and Mobility section of the American Sociological Association. She advises the Organisation for Economic Co-operation and Development, EU Parliament, and the tax agencies of countries across Europe, North America and Asia-Pacific. Her latest book, Offshore: Stealth Wealth and the New Colonialism, was named a “Best Book” of 2024 by the Financial Times.

    Follow Brooke:

    https://bsky.app/profile/ebharrington.bsky.social

    Visit her website:

    https://brookeharrington.com/

    Buy the book:

    https://brookeharrington.com/books/offshore-book/

    Please subscribe to PREVAIL on Substack. There’s six full years’ worth of work in the archives on Trump, Russia, Jeffrey Epstein, Leonard Leo, and much more. Every piece at PREVAIL is free to read and always will be. No paywalls, ever. Your generous support keeps it that way. Subscriptions are just $6.99 a month, $65 a year. Visit gregolear.substack.com to learn more.

    Make America Great Gatsby Again!

    https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=t

    Subscribe to The Five 8:

    https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhA

    Check out ROUGH BEAST, Greg’s new book:

    https://www.amazon.com/dp/B0D47CMX17

    ROUGH BEAST is now available as an audiobook:

    https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    Show more Show less
    1 hr and 19 mins
  • The German Spies at Pearl Harbor? Those Were My Grandparents (with Chris­tine Kuehn & Mark Schiponi)
    Nov 30 2025

    What happens when you discover that the reason your father never speaks about his parents or his childhood growing up in Hawaii is because his mother, father, and older sister were Nazi spies? And not just any Nazi spies–the spies sent by Berlin to help the Japanese surveil Pearl Harbor.

    Chris­tine Kuehn was living a qui­et sub­ur­ban life when a mys­te­ri­ous let­ter in 1994 pierced that bub­ble, send­ing her on a thir­ty-year quest to dis­cov­er the truth behind a hor­ren­dous fam­i­ly secret kept hid­den for half a cen­tu­ry. The result is the new book, FAMILY OF SPIES. Fol­low­ing a career in jour­nal­ism, pub­lic rela­tions, and non­prof­its, Chris­tine now lives in Mary­land with her hus­band, Mark Schiponi, who helped her research the book for 30 years.

    In this conversation, Greg Olear talks to the couple about how the book came to be, the long and unusual research process, and the emotional impact of learning the truth.

    Buy the book:

    https://us.macmillan.com/books/9781250344465/familyofspies/

    Support the podcast:

    gregolear.substack.com

    Make America Great Gatsby Again!

    https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=t

    Subscribe to The Five 8:

    https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhA

    Check out ROUGH BEAST, Greg’s new book:

    https://www.amazon.com/dp/B0D47CMX17

    ROUGH BEAST is now available as an audiobook:

    https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    Show more Show less
    1 hr and 4 mins
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