Comedian Paul Ollinger wants you to be happy but let’s not go crazy here, okay? In his new show, Reasonably Happy: the Skeptic’s Guide to Achievable Contentment (fka Crazy Money), Paul will help you find authentic fulfillment through candid conversations with comedians, authors, celebrities, and other remarkable guests who share their failures and foibles, anxiety and addiction, and their grand vision of life that keeps them pushing forward.
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Start Thinking Rich | Reasonably Happy with Paul Ollinger
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Join us for an insightful conversation with Adrian Brambila and Brad Klontz, authors of "Start Thinking Rich," as we dive deep into the mindset strategies that lead to success. Discover how your background, no matter the challenges, should never hold you back from achieving your goals. Learn practical tips and valuable lessons on how to develop a w…
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Claiming Confidence | Reasonably Happy with Paul Ollinger
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We are joined by Lydia Fenet, the founder and CEO of the Lydia Fenet Agency, a boutique agency representing best in class charity auctioneers. Lydia is a best selling author and ground breaking art auctioneer who sits with us to talk about art, confidence and how to decide what success means to you. Pick up a copy of "Claim Your Confidence" by Lydi…
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What Cocaine Taught Me | Reasonably Happy with Paul Ollinger
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We are joined by New York Times best selling author and former Wall Street wild man Turney Duff to discuss Hookers, Blow, Million-dollar bonuses on Wall Street and the journey through recovery and what lies the other side of the Wall Street hustle. Pick up a copy of "The Buy Side" by Turney Duff: https://www.amazon.com/Buy-Side-Street-Traders-Spect…
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The People Who Never Quit with Henry Oliver
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What did Ray Kroc, Maya Angelou, Margaret Thatcher, and Malcolm X all have in common? (Don’t worry - this isn’t a dirty joke!) They were all opsimaths, i.e. a person who blooms late in life. In his new book SECOND ACT: What Late Bloomers Can Tell You About Success and Reinventing Your Life, author Henry Oliver shares the stories of well-known peopl…
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Nobody gets into poetry for fame and fortune. And yet, there might be a tiny bit of each happening for In-Q, my guest this week who is a renowned poet and spoken word artist. When he started freestyling (aka, “rapping" for you old people) with his friends at age 13, In-Q felt an empowerment that didn’t exist in the rest of his life. The words insid…
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“Second Class” Americans with Batya Ungar-Sargon
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The spirit of the working class is crushed. So argues Batya Ungar-Sargon in her new book 'Second Class: How the Elites Betrayed America's Working Men and Women’. Batya says that working men and women in the United States have been abandoned by both political parties and left to fend for themselves all while unchecked immigration makes an already ch…
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**Hi friends - this is Paul writing to confess to an error in my introduction in this week's episode. The name of Angus Hervey's podcast is "Hope Is a Verb," not—as I called it—"Hope is NOT a Verb," which is kind of the opposite (insert winky emoticon). Unfortunately, I am unable to re-record the intro as we are traveling, but I can change these sh…
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Fighting for the Family Business with Stephanie Stuckey
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Stephanie Stuckey used her life’s savings to buy the company that is her family’s legacy. At it’s height in the1960’s and 70’s, there were hundreds of Stuckey’s stores selling gas, pecan candy, cold drinks, and quick meals near highway exits around the United States. But after her grandfather was bought out by a big corporation, the neglected enter…
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Persevering Through Grief with Nicole Avant
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Nicole Avant is the former U.S. Ambassador to the Bahamas and author of a new memoir, 'Think You’ll Be Happy: Moving through Grief with Grit, Grace, and Gratitude’ which tells the story of her extraordinary family and her mother’s tragic death by murder. Her mom, Jacquie was a philanthropist and community activist whose example taught Nicole kindne…
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On this introspective episode of Crazy Money, Paul sits alone in his empty Atlanta house and talks openly about the thoughts and feelings that drew him back to Atlanta, and the head trauma that may or may not have initiated his desire to sell everything and move to New York City. Oh, by the way, my name is Mike Carano and I’m writing these surely-t…
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Who killed Rudolf Diesel? (with Doug Brunt)
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Yes, there was actually a guy named Rudolf Diesel who actually invented the diesel engine, which was incredibly revolutionary for its time. It earned Diesel a massive fortune and had huge implications for how war—especially maritime war in the early 1900’s—would be waged. As European countries scrambled for dominance just prior to WWI, Diesel disap…
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Restoring Politcal Sanity with Charlie Wheelan (Encore)
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Charlie Wheelan is a professor of economics and public policy at Dartmouth College and the author of several books, including Naked Money, Naked Economics, (no nudity in either), and The Centrist Manifesto, all of which we discuss in this episode. The Chicago Sun-Times describes Charlie as someone who “combines a razor-sharp mind with a boatload of…
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Mike Posner on Life Beyond Fame and Fortune
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Mike Posner is a Grammy-nominated rapper, singer, songwriter, and music producer from Detroit. His Spotify channel has generated over 3 billion plays and his song 'I Took a Pill in Ibiza' reached the top five on the Billboard Hot 100. Mike "had it all" at a young age and captured his lifestyle in the lyrics of his biggest hit: “A real big baller (w…
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Andrew Yang on Our Broken Political System (Encore)
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Andrew Yang is a former Presidential and NYC mayoral candidate and the founder of Venture for America. He's also the founder of the Forward Party where he advocates for structural reform to safeguard our democracy. He lays all this out in his new book, ‘Forward,' which we discussed today. We also discuss Andrew's life as a teenager, his obsession w…
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The Third Path with Jordan Harbinger
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Jordan Harbinger is one of the most popular podcasters in North America, but it all started by accident. As a young University of Michigan grad, Jordan decided to go to law school because it was something to do after college and eventually ended up at a Wall Street firm. A multi-linguist, Jordan traveled and met new people all over the world. He ev…
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Good morrow, chum! My guest this week is A.J. Jacobs, author of the new / amazing book 'The Year of Living Constitutionally: One Man’s Humble Quest to Follow the Constitution’s Original Meaning’, in which A.J. chronicles his year of living as an 18th Century citizen, including writing letters with quill and ink, carrying a musket around the Upper W…
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Being Human at Work with Kim Scott, author of 'Radical Candor’
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‘Radical Candor’ author Kim Scott once had to inform a colleague that they smelled bad….like, really bad. She was able to do so becuase she had created on her team a culture or radical candor. No, this doesn’t mean you can just walk up to colleagues and say, “you stink!” or “nice shirt, bozo!” On the contrary, radical candor is a culture where auth…
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Power Couple: Debbi “Mrs.” Fields and Wade Shealy
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Debbi Fields founded Mrs. Fields cookies brand when she was in her early 20s and built the company into a well-known global brand. Wade Shealy got his start selling Bibles door-to-door then went on to develop and sell > $3 billion in resort real estate over the next few decades, including Hampton Island, GA whose residents include Ben Affleck / Jen…
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Death, Dying, and Israel with Rabbi Steve Leder
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Rabbi Steve Leder is the Senior Rabbi at Wilshire Boulevard Temple, a very large and influential congregation in Los Angeles. He is a New York Times best-selling author of several books, including 'For You When I Am Gone’ and 'The Beauty of What Remains,’ both of which pertain to death and dying. I had planned on speaking with Steve primarily about…
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The Wealth Money Can’t Buy with Robin Sharma
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Robin Sharma is a leadership expert, coach and author whose books have sold tens of millions of copies around the world. The author of The 5AM Club, The Monk Who Sold His Ferrari, The Everyday Hero Manifesto, and Who Will Cry When You Die?, Robin has a new book out called The Wealth Money Can’t Buy in which he examines the ways we can all develop h…
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America’s Government Teacher, Sharon McMahon
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Sharon McMahon is living her purpose. Via her wildly popular Instagram account @SharonSaysSo, she is fighting political misinformation and guiding her audience through “the fascinating world of democracy, politics, and history.” In the process, she is proving that Americans—and other good people around the globe—are hungry for unbiased political co…
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Poor Kid Makes Millions Trading, Fights Inequality with Gary Stevenson
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Gary Stevenson grew up in tough, working class East London. Despite setbacks in high school (having to do with the distribution of illicit substances), his gift for mathematics landed him a spot at London School of Economics (alma mater of Mick Jagger, Margaret Thatcher, and George Soros) where he attended with the sons and daughters of the global …
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The Narcissist Next-door with Dr. Ramani Durvasula
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Dr. Ramani Durvasula is a clinical psychologist and author of the New York Times best-seller It’s Not You: Identifying and Healing from Narcissistic People. In this insight-rich conversation, Dr. Ramani explains the traits and behaviors of narcissistic individuals, how they hijack our well-being, and the motivations behind their attention-seeking b…
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TED's Chris Anderson on Infectious Generosity
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Chris Anderson is the Head Curator of TED and author of the new book, 'Infectious Generosity: The Ultimate Idea Worth Spreading' in which he argues that YOU and I can improve the world by embracing our natural inclination toward generosity. He speaks not just of financial generosity, though that’s certainly a huge part of it, but also of creative g…
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This episode is highlights of a conversation between Paul and Mike Carano, long-time friend and Crazy Money editor. It was recorded on a road trip between San Francisco where Paul had just performed at Cobb’s Comedy Club and San Luis Obispo where he was heading to perform in the SLO Fest Comedy Festival. Among other things, Paul and Mike discuss: M…
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When John O’Leary was 9 years old, he played with fire and got burned. Like really, really burned, over 99% of his body. Doctors gave him less than 1% chance to live and told his parents he would not survive. Yet thanks to the amazing support of his family, the community, and medical care providers, survive he did. His journey back took years, requ…
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In this special “where has Paul been?” episode, Paul reads three of his latest pieces from his Substack, Money and the Meaning of Life, so that you can drive or workout without reading. Latest posts include: Adventures in Affluence: Dry Cleaning - why Paul got freaked out when he starting thinking about how much he spends on dry cleaning every year…
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Race and Money with Coleman Hughes (Encore)
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Today’s guest is Coleman Hughes, a writer, podcaster, opinion columnist and self-described "Black man who does’t think everything is about race.” Coleman has a new book out this week called 'The End of Race Politics: Arguments for a Colorblind America,’ in which he confronts the "failed corporate diversity and inclusion efforts and poisonous race-b…
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The Joys and Anxieties of Wealth (Encore)
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Paul Schervish studies very wealthy people: what worries them, what delights them, and what motivates them to give to charity. The Director of Boston College’s Center on Wealth and Philanthropy, Paul is the co-author of 'The Joys and Dilemmas of Wealth,' a 2010 report that is one of the most insightful studies of the ultra-affluent ever. We discuss…
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Dr. Drew Pinsky on Careers, Money, and Fame (Encore)
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This is a special holiday encore of the 2nd episode of Crazy Money with Dr. Drew, which ran Jan 30, 2019. Dr. Drew offers candid insight into the ups and downs of a career in broadcasting and medicine. From Loveline to Celebrity Rehab, Dr. Drew has been a staple on radio and cable television for over 30 years, but that doesn’t mean he’s rich — he’s…
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How to Live a Stress-free Financial Life with Jared Dillian
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Financial gurus like Dave Ramsey or Suze Orman tell their audience that the key to achieving wealth—or just financial stability—is to cut back on the little things like that daily Starbucks latte. Jared Dillian thinks they’re wrong. Focusing on the little things, Jared argues, is pointless and unsustainable. But focusing on the big things, like you…
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Judd Apatow on Money, Fame, and Adam Sandler (Encore)
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Judd Apatow is one of the most important figures in comedy and film today. But he just doesn’t care that much about money. This non-attachment to material goods leaves him more time to focus on what matters: writing, directing, developing talent, and getting his family together for dinner. Judd has accomplished so much in his career that, in retros…
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Gary Sernovitz is one of the funniest financial writers working today. His hilarious new novel The Counting House tells the story of a university’s Chief Investment Officer who is suffering a mid-life crisis. If you possess either an interest in finance or a robust / dark sense of humor, The Counting House will make you laugh and, at times, cry in …
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How to Get Un-stuck with Merrick Furst, Ph.D.
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Do you ever feel stuck in life? As if you are in the wrong place or you’re in the right place but doing the wrong thing? What do you do when you find yourself at a crossroad? Today, I speak to innovation expert Merrick Furst about how seeing ourselves and the world more clearly can tell us how to move forward when the way isn’t clear. Merrick is a …
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In this special “over the river and through the woods” episode, Paul reads four of his latest pieces from his Substack, Money and the Meaning of Life, so that you can drive or workout without reading. Latest posts include: Every Day Is Thanksgiving This One Question Will Help You Stop Comparing Yourself to Others Why the Jews? The holy roots of ant…
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Ed Begley Jr. on Finding Serenity in Hollywood
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✍️ Subscribe to Paul’s Substack ‘Money & the Meaning of Life’ here. ✍️ 🎤 See Paul’s upcoming comedy dates here and random thoughts on Instagram here. 🎤 Ed Begley Jr. has been acting professionally since 1967 when he appeared in an episode of My Three Sons. 56 years later, Ed has acted in hundreds of movies and TV shows, including An Officer and a G…
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Pushing Our Kids Too Hard: On Toxic Achievement Culture with Jennifer Wallace
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✍️ Subscribe to Paul’s Substack ‘Money & the Meaning of Life’ here. ✍️ Jennifer Wallace is a journalist and author specializing in psychology, parenting, and health. Her new book 'Never Enough: When Achievement Culture Becomes Toxic—And What We Can Do About It' delves into our modern dilemma of busyness, achievement, credentialing, and status-seeki…
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Lessons from an '80s Guitar god with Rik Emmett of Triumph
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Rik Emmett is a vocalist, guitarist and former member of the rock band Triumph, which earned 18 gold and nine platinum records in Canada and the United States in the late 1970s and early’80s. Triumph was known for its BIG live shows featuring lights, pyrotechnics, and lots of spandex (as was appropriate for the era!). Along with Rik's bandmates Gil…
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The NHL, Brain Injury, and Psilocybin with Daniel Carcillo
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When Daniel Carcillo played in the NHL, he was known as an enforcer so tough and volatile that he earned the nickname “Car Bomb.” In his 12 seasons in the NHL, Daniel was a member of two Stanley Cup-winning teams (2013 and 2015 Chicago Blackhawks), led the league in penalty minutes, and was fined or suspended by the NHL 12 times. He also suffered a…
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Paul and Cal Fussman Talk Israel, Hamas
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Over the past 30 years, Cal Fussman has interviewed a breathtaking array of the world’s most fascinating people, including Nelson Mandela, Clint Eastwood, Barbara Walters, Richard Branson, Muhammed Ali, Mikhail Gorbachev, Neil Young, Serena Williams, Tim Ferriss, Kobe Bryant, Al Pacino, Pelé, and hundreds more. He co-authored Larry King’s memoir an…
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On Losing Billions with Victor Haghani
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Victor Haghani is the author of a new book called The Missing Billionaires: A Guide to Making Better Financial Decisions, which explores why family fortunes like the Vanderbilts' get destroyed in the hands of the heirs. Victor knows a lot about wild swings in wealth. As co-founding partner of the Long-Term Capital Management (LTCM), Victor saw the …
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How Fear Can be Your Friend with Farnoosh Torabi
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Farnoosh Torabi is an Iranian American journalist and one of the country’s most trusted personal finance experts. In her new book, A Healthy State of Panic she examines the role fear can have in leading us toward the relationships, careers, and financial situations we are meant to have. For over two decades, Farnoosh has a strived to help people be…
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How Much Should You Pay for College? with Ron Lieber (Encore)
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After 15 years of financial reporting, Ron Lieber reports that “No consumer decision inspires more confusion and emotion than the question of what to pay for college,” which is understandable since four years at many state schools now costs over $100k in tuition and four years of private school can run over $300k! The "Your Money" columnist for the…
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Why 2 Parents Are Better Than One with Melissa Kearney
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Kids who grow up in stable, two-parent homes are less likely to live in poverty, have behavioral problems, and get in trouble at school. They’re more likely to go to college, attain stable employment, achieve higher earnings, and to get married themselves. So reports Melissa Kearney in her new book The Two-Parent Privilege: How Americans Stopped Ge…
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The Funniest Financial Speaker on Earth (besides Paul) with Garrett Gunderson
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Garrett Gunderson is a NYT best selling author and the funniest financial speaker you may or may not have heard of. The son of a Utah coal-miners, Garrett wants to teach others how to become financially independent and have a laugh along the way. He has written several money books, including Disrupting Sacred Cows, Killing Sacred Cows, and What Wou…
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Break Free from Automated Spending Habits with Julio Vincent Gambuto
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In an automated world without constraints or time to think, our spending has been super-charged. Markets, apps, and e-commerce are all designed to separate us from our money as quickly and consistently as possible. So argues Julio Vincent Gambuto in his new book, Please Unsubscribe, Thanks!: How to Take Back Our Time, Attention, and Purpose in a Wo…
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Sorority Rush Consultant Trisha Addicks (as seen on Bama Rush)
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“Parents Hire $4,000 Sorority Consultants to Help Daughters Dress and Impress During Rush” read the Wall Street Journal headline that nearly made my neck snap. As a middle-aged man whose kids aren’t quite college age, I was unaware of the #RushTok phenomenon on TikTok or the Bama Rush documentary that sparked a massive fascination with the sorority…
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Opioids: Greed, Death, and $$$$ with Barry Meier (Encore)
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The new Netflix series Painkiller is based on a book my guest, Barry Meier wrote over 20 years ago. In Pain Killer: An Empire of Deceit and the Origin of America's Opioid Epidemic, Meier explores how Purdue Pharma’s drug OxyContin catalyzed a plague of addiction and death that has destroyed families and whole communities across the country. Between…
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The Secret to Being Very, Very Rich (and more)
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Paul reads three of his latest pieces from his Substack, Money and the Meaning of Life, including: Dare to Suck: What you can learn about improvement from acting coach Lesly Kahn and author Mark Manson The Secret to Being Very, Very Rich Nobody Needs a House with 8 Toilets 🔥Paul publishes these essays (about) every other Tuesday. You should subscri…
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Self Help for Mediocre People with Laura Belgray
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If your new college grad son or daughter is unemployed, sleeping in their childhood bedroom, and watching All My Children every day, fear not - Laura Belgray has been there and she turned out okay. As Laura explains in her new, laugh-out-loud (LOL) funny memoir, Tough Titties: On Living Your Best Life When You’re the F-ing Worst, sometimes it’s goo…
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