The Political Orphanage

Mike is a twenty-year police officer and current sergeant supervising a squad of violent crime detectives. After Andrew's recent conversation with Naomi Brockwell about surveillance, encryption, and the slow erosion of privacy in the digital age, he reached out to offer respectful pushback from the other side of the badge.  How much surveillance power do police actually have? What do warrants, metadata, and phone tracking look like in practice versus online panic? And are privacy advocates sometimes overlooking the realities of violent crime investigations? A nuanced, surprisingly civil conversation about policing, technology, civil liberties, and where the balance ought to be.

Transcribed - Published: 3 June 2026

"Leftwing" and "Rightwing" don't mean the same thing anymore–the battle lines are redrawing. The twentieth century was about economics: low taxes or big government. The twenty-first century will be a fight over something else. Historian and political theorist Stephen Davies joins to discuss his book "The Great Realignment" and the reshaping Western politics, and the collapse of the old left-right order.

Transcribed - Published: 27 May 2026

For decades, intellectuals warned that overpopulation would trigger famine, ecological collapse, and mass death. Instead, humanity may now face the opposite problem. In this episode of The Political Orphanage, Andrew Heaton talks with Dean Spears about his book After the Spike and the surprising reality of global depopulation. Why are birth rates collapsing across the developed world—and increasingly in the developing world too? What happens to economies, innovation, retirement systems, and civilization itself when populations begin to shrink? Along the way: Paul Ehrlich's failed predictions, the legacy of the Population Bomb era, why people stop having kids when they get richer, and whether humanity should actually be worried about a future with fewer humans.

Transcribed - Published: 20 May 2026

Jeffrey Deskovic spent sixteen years in prison, from ages 17 to 32. Wrongfully convicted of raping and murdering a teenager. After obtaining exoneration he became an attorney, and now heads The Jeffrey Deskovic Foundation for Justice, which aims to free similarly falsely imprisoned innocents, while also pursuing policy changes aimed at stopping those injustices from happening in the first place. To hear the full episode, become a patron: www.patreon.com/andrewheaton www.thepoliticalorphanage.com 

Transcribed - Published: 14 May 2026

How can we make America safer and save money to boot? What approaches don't work and what can we steal from other countries? Jennifer Doleac is the executive vice president at Arnold Ventures in charge of criminal justice, and the author of "The Science of Second Chances, a Revolution in Criminal Justice."

Transcribed - Published: 13 May 2026

Is it a charity or a tax loophole? That's what Steve Hodge, President Emeritus of the Tax Foundation, is concerned with. And if there are effectively large corporations, which get tax breaks due to superior branding, how much money is the government leaving on the table, and how does that warp the economy?

Transcribed - Published: 6 May 2026

Naomi Brockwell is the President and Founder of the Ludlow Institute, a non-profit dedicated to advancing freedom through technology. She is a privacy advocate and expert, who has come on to scare us about online privacy, and how the government can bypass the Constitution through private companies' data.

Transcribed - Published: 29 April 2026

The Supreme Court is significantly less partisan than advertised. And there are three blocs in it, not two parties. In her new book "Last Branch Standing" Sarah Isgur demystifies the Supreme Court, gives a basic primer on everything from certiorari to judicial philosophies, and identifies the threats to the courts independence, and possible solutions.

Transcribed - Published: 22 April 2026

Why now? Why did the United States go to war with Iran this year, as opposed to last year, or ten years ago? Michael Tint is a data scientist and aerospace expert, and is here to talk about the Iran War–and why it's a different sort of conflict.

Transcribed - Published: 15 April 2026

The World's Smartest Podcast Network returns to discuss: Universities dumping peripheral majors in favor of practical ones The trials, tribulations, and musical comeback of Afroman Lindy West, and Millennial Feminism    TURNER'S COMEDY SPECIAL, "Turner Sparks: Buttoned Up and Unhinged: https://www.angel.com/watch/shared/f0106e78-f95b-4aad-91dd-65c43cf80c38

Transcribed - Published: 9 April 2026

Sociopaths and narcissists are both drawn to politics. How do we spot folks with faulty moral compasses before they get elected, and what do we do when they slip by? Bill Eddy is a therapist, lawyer, and mediator. He is the Director of Innovation at the High Conflict Institute. He is the author of over twenty books on high-conflict behavior and how to manage it, but we will be discussing the most pertinent of these works, "Why We Elect Narcissists and Sociopaths and How We Can Stop."

Transcribed - Published: 1 April 2026

Randall Liberty is the Commissioner for Maine's Department of Corrections, overseeing the state's entire prison system, after previously serving as a warden, and a sheriff. He's largely responsible for implementing the "Maine Model," and shifting the state's prison resources away from punitive emphases to rehabilitation. Part V of Prison Week SUPPORT THE SHOW! www.patreon.com/andrewheaton www.thepoliticalorphanage.com

Transcribed - Published: 27 March 2026

What's prison wine taste like? How's trade work? Where do people get the ink for prison tattoos? If someone sees you cry in the slammer, do you get beaten up? If they beat you up, can you whittle your toothbrush down and shank 'em later? And, crucially, how is prison debate different than high school debate, if at all?   

Transcribed - Published: 26 March 2026

How hard is it to raise kids when you're inside a penitentiary? How do you maintain relationships in general? In this episode, Part III of Prison Week, we head to the Maine Correctional Center's Women Prison to interview a resident. SUPPORT THE SHOW! www.patreon.com/andrewheaton www.thepoliticalorphanage.com

Transcribed - Published: 25 March 2026

In Part II of Prison Week, we meet prison teachers, visit the computer lab, and check out Anime in the prison library. The "Maine Model" is focused on rehabilitation and trying to get residents prepped for life on the outside. It's a method contrasted to older penitentiary models in the United States, which focus primarily on punishment and deterrence.   

Transcribed - Published: 24 March 2026

In this special, host Andrew Heaton visits the Maine Correctional Center for a day to speak with residents, corrections officers and administrators. About life in prison in general, and the "Maine Model," focused on rehabilitation specifically.  Part I of "Prison Week" SUPPORT THE SHOW! www.Patreon.com/andrewheaton www.thepoliticalorphanage.com

Transcribed - Published: 23 March 2026

Brink Lindsey is the Senior Vice President at the Niskannen Center. He is the author of "The Permanent Problem: The Uncertain Transition from Mass Plenty to Mass Flourishing." You can find it at mightyheaton.com/featured

Transcribed - Published: 18 March 2026

Brian Brushwood is by trade a magician, but of late has become a security expert. The FBI flew him to Quantico to brief agents on how scams work, and he's become a popular speaker and consultant for large corporations on how to shield against sophisticated scams. The host of "World's Greatest Con" joins to advise Heaton on how not to get screwed. On YouTube at: https://youtu.be/_5PnMjvxTDg

Transcribed - Published: 11 March 2026

When was the last time the United States actually declared war? Why did it stop officially declaring war, if nonetheless bombing folks? And when is the president authorized to attack another country without explicit congressional authorization? What is the War Powers Act, and why did it piss of Nixon? All that and more in this history and constitutional deep dive.

Transcribed - Published: 5 March 2026

The Supreme Court just struck down Donald Trump's sweeping emergency tariffs, but this case is about far more than slinkies and sombreros. When Congress passes an ambiguous law, does the president get broad discretion, or only the specific powers clearly granted to him? We unpack the Major Questions Doctrine, Justice Roberts' loaded-gun theory of taxation, Gorsuch's blistering concurrence calling out judicial inconsistency, and the surprising dissents from Kavanaugh and Thomas. This is an episode about tariffs — but it's really about who holds the power to tax, and whether the Constitution still means what it says.

Transcribed - Published: 25 February 2026

Burning Man is a giant, 80,000-person party in the desert, complete with a crazy amount of neon, bicycles, and narcotics. Grover Norquist is a powerful Republican, alternately famous or infamous for compelling GOP leaders to pledge never to increase spending, who attends Burning Man every year. He joins the podcast to talk about Burning Man, influential secret societies, his foray into standup comedy, and of course, taxes. Original air date Sep 5th, 2019

Transcribed - Published: 19 February 2026

Jonathan Hillis is the founder and caretaker of Cabin, a network of co-living spaces which link up and vet members in other communities via blockchain technology. His "neighborhood" of intentional living is in beautiful Texas Hill Country an hour outside of Austin, where he lives with friends in a hub-and-spoke model of private accommodation surrounding communal social spaces. He's the former CTO of Coinbase, and you can see how his tech background influences his obsession with scalability (we talk about Metcalf's Law, and the optimum size of "one sauna teams") as well as the non-financial elements of blockchain to that end. It actually reminds me a bit of Neil Stephenson's Franchise-Organized Quasi-National Entities or "burbclaves" in Snow Crash. Cabin strikes me as a kind of libertarian commune (though neither Hillis nor myself ever uses the term). It's big scattered geographic network of modular co-ops you can plug into and out of. Vetting community members is a big thing in communes, and Cabin relies on blockchain technology and somethin akin to personal Yelp reviews to allow people to skip up from Austin, TX to like-minded communities in Santa Fe or Portland, or wherever. He joins to discuss his model, and what day-to-day life is like living in an intentional co-living community.

Transcribed - Published: 17 February 2026

If you wanted to live with a bunch of buddies in a house, how would you do it? What are the mechanics of setting up, financing, and socially maintaining a commune? Samwise Rodriguez runs a commune—which combines their skills as a philanthropist, entrepreneur (and to some extent, as a polyamorist). This week we explore: how do you build your own commune?

Transcribed - Published: 16 February 2026

What happens when Trump leaves office? Do the Republicans reform or catalyze?  Jeff Flake is the former Executive Director of the Goldwater Institute, Ambassador to Turkey, and representative and then Senator from the great state of Arizona. He is also a Knight of the Kingdom of Sweden. He joins to discuss what a post-Trump Republican Party will look like.

Transcribed - Published: 11 February 2026

Colin Woodard posits that America is not really a country, it's a dozen or so distinct nations with their own cultures and ideologies which are constantly battling for supremacy. His new book "Nations Apart: How Clashing Regional Cultures Shattered America." In it he argues that  argues that deep-seated cultural divisions, stemming from different colonial settlement patterns, are the root cause of modern American political polarization, inequality, and threats to democracy. The book uses historical and data-driven analysis to show how these regional cultures clash on issues like gun control, immigration, and abortion, and proposes a renewal based on the unifying ideals of the Declaration of Independence.    "America is Eleven Different Countries"  https://podcasts.apple.com/us/podcast/america-is-eleven-different-countries/id1439837349?i=1000646222225   SUPPORT THE SHOW! Patreon: Patreon.com/andrewheaton Substack: ThePoliticalOrphanage.com

Transcribed - Published: 4 February 2026

Rudyard William Lynch is the host of WhatifAlHist, a popular history channel on YouTube. He joins to discuss how the origins and circumstances of America's regions permanently imprinted on its cultures and political outlooks. Colin Woodard's Map: https://www.businessinsider.com/the-11-nations-of-the-united-states-2015-7 Rudyard's Map: https://preview.redd.it/cultural-map-of-america-done-by-whatifalthist-on-youtube-v0-7clddg9nunpa1.jpg?auto=webp&s=663b38b9434bdf7791fac983f0d5e5beb643b779 Relevant Book: American Nations: A History of the Eleven Rival Regional Cultures of North America, by Colin Woodard

Transcribed - Published: 3 February 2026

What did people in the Dark Ages think about economics? Why did poverty exist, and how do you alleviate it? To find out, I took my time machine to 1282 and 1314, to speak to barflies and a priest. Fr. Richard Kirby is a fourteenth century prior of Whitby Abbey and formerly the sacrist of St. Mungo's. He is a specialist in Just Price Theory, and joins the show to discuss how his fellows in the Dark Ages approach economics.

Transcribed - Published: 28 January 2026

Clayborne Carson is the Director of the Martin Luther King, Jr. Research and Education institute, and hand-picked by Coretta King to publish the letters of his late husband. He's one of the foremost historians on MLK and his legacy. He joins to discuss King, color blindness, and the three approaches of the Civil Rights movement.

Transcribed - Published: 19 January 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  

Transcribed - Published: 14 January 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

Transcribed - Published: 9 January 2026

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.  

Transcribed - Published: 31 December 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

Transcribed - Published: 23 December 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.

Transcribed - Published: 17 December 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.

Transcribed - Published: 11 December 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  

Transcribed - Published: 3 December 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.

Transcribed - Published: 26 November 2025

Thousands of people need kidneys, right now. They are either on the precipice of death, or suffering through dialysis and low quality of life. Jeremiah Johnson of the New Liberal Podcast joins to discuss the End Kidney Deaths Act, introduced to the House by Republican Rep. Nicole Malliotakis of New York, and Democratic Rep. Josh Harder of California.

Transcribed - Published: 20 November 2025

Tim Sandefur joins to discuss individualism in American culture. In this fun (but weird) conversation, we go through zombie shows, Westerns, and Star Trek, while invoking Hobbes, Ayn Rand, Epicurus, the Stoics, Plato and Aristotle. He is the author of the new book "You Don't Own Me: Individualism and the Culture of Liberty."   Past Sandefur chats:   ATA: The Last Policeman https://alienating.libsyn.com/the-last-policeman   ATA: Let's Fight About the Undiscovered Country https://podcasts.apple.com/us/podcast/lets-fight-about-the-undiscovered-country/id1488171922?i=1000485799630   ATA: Is Life Worth Living in a Perfect Utopia? https://alienating.libsyn.com/is-life-worth-living-in-a-perfect-utopia   ATA: Cold War Kirk vs. Picard the Moral Relativist https://podcasts.apple.com/us/podcast/cold-war-kirk-vs-picard-the-moral-relativist/id1488171922?i=1000456934729  

Transcribed - Published: 12 November 2025

Theater critic Clive Kripson of BBC Bolton joins to review "Shutdown: The Musical" in what is now the longest-running revival of the landmark Broadway favorite.

Transcribed - Published: 5 November 2025

Legal and geographic quirks sometimes create "Terra Nullius"—land which no sovereign nation lays claim to. Literally, No Man's Land. In this weird geographic episode, we explore: Iceland, the Oklahoma Panhandle, Kowloon Walled City, Liberland, and the Kingdom of North Sudan.

Transcribed - Published: 29 October 2025

Thomas Jefferson and Alexander Hamilton offered two contrasting visions of what America should be and how the Constitution applies to it. Jeffrey Rosen is a legal scholar and the President of the National Constitution Center. He's the author "The Pursuit of Liberty: How Hamilton vs. Jefferson Ignited the Lasting Battle over Power in America."

Transcribed - Published: 23 October 2025

Can comedians ethically perform standup for a despotic regime without endorsing it? Recently the Riyadh Comedy Festival invited furor when some comics schlepped to Saudi Arabia to perform–at great expense–while others declined in protest of supporting human rights abuses. Turner Sparks and Michael Ira Kaplan join to discuss. Space Tractor: And Other Short Stories, by Josh Jennings https://www.amazon.com/SPACE-TRACTOR-Science-Fiction-Stories-ebook/dp/B0FJPDYMH8/ref=sr_1_5?dib=eyJ2IjoiMSJ9.zZeSAsnZLKSRxIo27_gcMnoklebwF1XE2-ktnBUZV6g0qkMExX8quDXpYFpppH_3e3LCflI4shlhv14uVcYX3v5kKwSxg-MAnHxFe_K4Enhl1N_fUVXYpy8MSYmhsEj4jdx1GXV95xe1mT1mGDJZdA.5O7WtgRE8WN-Z8xMnveA8g0rrXobxvheK2IS9TrnWq8&dib_tag=se&qid=1760124093&refinements=p_27%3AJosh+Jennings&s=digital-text&sr=1-5&text=Josh+Jennings  

Transcribed - Published: 16 October 2025

Okay, so what constitutes "cruel and unusual"? Why was it okay to brand horse thieves in the face in old timey days, but it's barbaric now? In the final installment of this year's Judge Week, we go over the history of cruel and unusual punishments; what scared the English into outlawing it in their Bill of Rights, and how America interpreted it for the first century of the Constitution. Then, landmark decisions which have further modified, narrowed, and evolved what constitutes as "cruel" in the United States.

Transcribed - Published: 10 October 2025

Pornhub ceased operating in the Lone Star State after Texas implemented an age verification law. Pornhub, and other adult websites, said the compliance was too onerous, and the potential fines too staggering. In response, the Free Speech Coalition sued Texas in court for an injunction to block the law, on the grounds that by burdening protected (if offensive) speech it violated the first amendment. Texas responded by saying that requiring age verification online is no different than asking to see ID at a brick-and-mortar porno theater.  In this episode we visit the Free Speech Coalition v. Paxton, and the full history of American jurisprudence regarding pornography and protected speech.  Ronnie London is general counsel of FIRE, and joins to discuss.

Transcribed - Published: 9 October 2025

In Mahmoud v. Taylor the Supreme Court affirmed parents rights to remove their children from LGBTQ material used in public schools. The Court ruled that opt-outs preserve separation of church and state, and protect parental rights.  The Dissent maintains that exposure is not the same thing as indoctrination, and opt-outs are at best going to be an administrative nightmare, at worst a religious veto on acceptable content. Anastasia Boden of PLF joins to discuss.

Transcribed - Published: 8 October 2025

In Trump v. Casa the Supreme Court ruled that district judges cannot issue "universal injunctions" against the federal government… Well, what the hell does that mean? The ruling comes in regard to Trump's executive order on birthright citizenship. Is the Trump administration accurately "rediscovering" the true meaning of the Constitution, or just twisting and mangling it to make sure nobody here illegally can confer citizenship on their kids? Tim Sandefur of the Goldwater Institute joins to discuss.

Transcribed - Published: 6 October 2025

I think I probably drink too much, and I ought to curb that before I wrinkle prematurely. Fortunately, there is Katie Herzog. You may know her as the host of the Blocked & Reported podcast, but she is also the author of "Drink Yourself Sober: The Science-Based Method to Break Free from Alcohol." LINKS: Addicted to Dopamine https://podcasts.apple.com/us/podcast/addicted-to-dopamine/id1439837349?i=1000601229295

Transcribed - Published: 1 October 2025

Daryl Davis is an African American musician responsible for de-radicalizing over 200 Klansmen and Neo-Nazis in his attempts to understand racism. He joins Heaton to talk about his experience, contact science, and the best ways to overcome bigotry. This episode has been corrected for an audio error which previously occurred. If you see two episodes in your player, go with this one! Original air date: July 8, 2020

Transcribed - Published: 29 September 2025

Europe's GDP and purchasing power lag behind that of the United States. Why?  Sam Bowman is the Editor of Works in Progress at Stripe, and the former Executive Director of the Adam Smith Institute. He recently wrote an article for Reason Magazine entitled "The Europoors Are Choosing to Have Less Then Americans. It Doesn't Have to Be this Way."  He joins to discuss if Europe is actually poorer, and why.  

Transcribed - Published: 24 September 2025

Liberalism was once thought to be triumphant and inevitable, but at the moment it's losing ground across the globe. Cass Sunstein joins to discuss what liberalism is, why it's good, and some of the in-family debates.    LINK: Cass Sunstein on Smarter Regulations https://www.thepoliticalorphanage.com/p/cass-sunstein-on-smarter-regulations-85e  

Transcribed - Published: 17 September 2025