• The Friendship Recession and Cocktail Parties
    Jan 14 2026

    Or... how to host a party if you have Asperger's.

    Nick Gray is an entrepreneur and an author living in Austin, Texas. I met him roller skating. He started and sold two successful companies: Flight Display Systems and Museum Hack. His YouTube and short videos have been seen by over 55 million people. He's been featured in The New York Times, The Wall Street Journal, and New York Magazine called him a host of "culturally significant parties."

    Leading him to write the book, "The 2-Hour Cocktail Party: a step-by-step handbook that teaches you how to build big relationships by hosting small gatherings." You can find that book, as all books discussed on this program, by going to mightyheaton.com/featured.

    Nick Gray's PersonalWebsite.org and PersonalWebsites.net

    Nick Gray's Patron View donor database

    Nick Gray's Website and Blog

    Patron View Patron Leaderboards

    The 2-Hour Cocktail Party by Nick Gray

    Friendship Recession

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    1 hr and 16 mins
  • I Explain Venezuela Using Lottery Tickets
    Jan 9 2026

    How did Venezuela become an economic basket case? Not socialism. Or capitalism. Venezuela is a textbook example of a petrostate in the thrall of the Paradox of Plenty, or "the Dutch Disease."

    Bonus: Norway's Big Bucket of Oil Money

    https://www.thepoliticalorphanage.com/p/bonus-norways-big-bucket-of-oil-money

    Why Trump Wants Greenland

    https://www.thepoliticalorphanage.com/p/why-trump-wants-greenland

    What Happens when the Ayotallah Falls

    https://podcasts.apple.com/us/podcast/what-happens-when-the-ayatollah-falls/id1439837349?i=1000724729486

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    1 hr and 1 min
  • Is Everyone Disabled Now? (WSPN)
    Dec 31 2025

    College students are increasingly registering as disabled–particularly at high-end universities, which often entails longer test times and extensions on papers. Does the growing rate of accommodation mean American universities are simply better at identifying disabilities; evidence of students and their families gaming the system for advantages; or a cultural shift wherein students increasingly believe they are disabled, but aren't?

    Dr. Andrea Jones-Rooy (a former university educator) and Michael Ira Kaplan (a parent) weigh in.

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    1 hr and 7 mins
  • Heaton and Monkey: Yuletide Spysolvers
    Dec 23 2025

    Our Annual Christmas Comedy Special. In which, our intrepid heroes must save Christmas from a debauched algorithm, navigate treacherous honeypots, and escape a federal penitentiary in this modern yuletide spy epic.

    Happy Holidays!

    Starring:

    Andrew Heaton

    Josh Jennings

    Andrew Young

    Austin Bragg

    Justin Robert Young

    Kourtni Beebe

    Brian Brushwood

    Anna Gorisch

    Brett Weaver

    Brian Sack

    Jack Helmuth

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    1 hr
  • Jason Pargin on Internet Addiction and Algorithmic Horror
    Dec 17 2025

    Former Cracked.com editor Jason Pargin explores the subject of how social media makes us insane and warps the universe we're in, in his new book "I'm Starting to Worry About This Black Box of Doom." He joins to discuss.

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    1 hr and 22 mins
  • The Secret Map of Supreme Court Justices
    Dec 11 2025

    Sarah Isgur is a senior editor at SCOTUS Blog, host of the Advisory Opinions podcast, and a contributor at ABC News. She is the author of the forthcoming book "Last Branch Standing," which available for pre-order on Amazon. She joins to discuss the recent oral arguments before the Supreme Court on whether or not the Trump administration can invoke IEEPA to levy emergency tariffs.

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    59 mins
  • Freddie deBoer: What It's Like to Have a Mental Breakdown
    Dec 3 2025

    Freddie deBoer is a writer, academic, and cultural critic. He is a widely-read author on Substack, an old-school Marxist, who has previously been on the program to explain what Marxists actually think.

    He's struggled with mental health issues and frequently discusses the intersection of culture and mental health. And he has a new book out which explores those issues, his debut novel, "The Mind Reels."

    LINK: "What Do Marxists Actually Think?"

    https://politicalorphanage.libsyn.com/what-do-marxists-actually-think

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    1 hr and 9 mins
  • Squanto the Power Broker
    Nov 26 2025

    The real story of Thanksgiving is stranger, darker, and far more interesting than what you learned in kindergarten (or college).

    It's a tale of slavery, plagues, ecological engineering, diplomacy, betrayal, and realpolitik—and yes, an actual feast where everyone sucked down eel while negotiating an alliance that would hold for fifty years.

    We dive into the world of Tisquantum—better known as Squanto—a kidnapped teenager who crossed the Atlantic twice, lived among Spanish friars and English merchants, and returned to find his entire people gone. Only to reinvented himself as one of the most cunning political operators in early America.

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    1 hr and 32 mins
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