243 episodes

Money makes the world go round – but how does it shape you as a person? Join comedian and former Facebook Sales VP Paul Ollinger as he extracts a wealth of wisdom from CEOs and celebrities, authors and artists, Olympic gold medalists and Nobel Prize winners – each with a unique perspective on the role that money plays in our lives. At a time when talking about personal finance can still feel taboo, Paul offers refreshingly honest discussions about the motivations and misconceptions surrounding money, ultimately asking: what are the ways in which it can (and can’t) bring us happiness? Crazy Money won’t make you rich. But it will definitely make you think (and laugh).

Crazy Money with Paul Ollinger Paul Ollinger

    • Business
    • 4.9 • 428 Ratings

Money makes the world go round – but how does it shape you as a person? Join comedian and former Facebook Sales VP Paul Ollinger as he extracts a wealth of wisdom from CEOs and celebrities, authors and artists, Olympic gold medalists and Nobel Prize winners – each with a unique perspective on the role that money plays in our lives. At a time when talking about personal finance can still feel taboo, Paul offers refreshingly honest discussions about the motivations and misconceptions surrounding money, ultimately asking: what are the ways in which it can (and can’t) bring us happiness? Crazy Money won’t make you rich. But it will definitely make you think (and laugh).

    Death, Dying, and Israel with Rabbi Steve Leder

    Death, Dying, and Israel with Rabbi Steve Leder

    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 death for an hour, but our conversation covered everything from regret to forgiveness to the life of a rabbi. He shares lessons about fund-raising, his thoughts about whether Scripture is based on fact or truth, and the conflict of conscience he experienced when counseling a temple member who had ALS about her assisted suicide. Finally, Rabbi Leder speaks frankly about what Israel means to him and the tragic complexity of the war between Israel and Hamas.

    Follow Rabbi Leder on Instagram here. 

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    About Crazy Money: Unlike traditional personal finance shows, Crazy Money is not about how to make a million bucks, how to beat the stock market, or how to save money by switching credit cards. It is about deciding what role we want money to play in our lives and how we can use it to be our best selves. Topics covered include: philosophy, happiness, contentment, meaning, dreams, purpose, success, society, mental health, Buddhism, Stoicism, the hedonic treadmill, morality, business, work, careers, authors, books, consumerism, values, capitalism, economics, investing, saving, spending, personal finance, charity, philanthropy, altruism, affluence, wealth management, culture, society, status, ambition, accomplishment, perfectionism. Today’s episode covers: regret, joy, sadness, forgiveness, fundraising, preaching, teaching, relationships, advice, conscience, ALS, end-of-life decisions, euthanasia, Jewish law, compassion, Israel, Middle East, Gaza, Hamas. Please stop reading and have a great day. Paul loves you. 

    • 1 hr 9 min
    The Wealth Money Can’t Buy with Robin Sharma

    The Wealth Money Can’t Buy with Robin Sharma

    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 happiness with and beyond financial wealth. In this conversation, Robin shares with me insights from the book, specifically: 


    The danger of focusing solely on money

    How to find joy in your craft

    What his work with billionaires has taught him about money and life

    Why and how he started writing

    Whether he believes in God

    Where the word “coach” comes from

    The benefits of mastery

    And, the 8 forms of wealth: wellness, family, craft, money, community, adventure, service.

     

    Learn more about Robin and his new book on his website.

    • 💰If you enjoy Crazy Money, please leave us a rating here. 💰
    • 🔥Register for Paul’s thought-provoking newsletter here.🔥

    About Crazy Money: Unlike traditional personal finance shows, Crazy Money is not about how to make a million bucks, how to beat the stock market, or how to save money by switching credit cards. It is about deciding what role we want money to play in our lives and how we can use it to be our best selves. Topics covered include: philosophy, happiness, contentment, meaning, dreams, purpose, success, society, mental health, Buddhism, Stoicism, the hedonic treadmill, morality, mid-life crisis, business, work, careers, authors, books, consumerism, values, capitalism, economics, investing, saving, spending, personal finance, charity, philanthropy, altruism, affluence, wealth management, culture, society, status, ambition, accomplishment, perfectionism. Please stop reading and have a great day. Paul loves you.

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    Takeaways

    Find joy and fulfillment in your craft, no matter what you do

    Don't focus solely on financial wealth; pursue all eight forms of wealth: growth, wellness, family, craft, money, community, adventure, and service

    In difficult times, practice meditation, visualization, and prayer (MVP) to build resilience

    Stay in the pain and learn from it; it can lead to personal growth and wisdom

    Lead with kindness and generosity, and give gifts to others without expecting anything in return

    • 41 min
    America’s Government Teacher, Sharon McMahon

    America’s Government Teacher, Sharon McMahon

    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 context and analysis. "With a heart for education and a mission to clear up political confusion,” Sharon has become known as America’s Government Teacher. And she’s such a clear and compelling teacher that over a million people subscribe to see her reels and stories that offer in-depth and unbiased background to the most important politics issues of the day. Sharon leverages her passion for history and government to promote knowledge, understanding, and TRUTH. Her work is strengthening democracy during a time when it is most urgently need. For that, Crazy Money salutes her! In today’s episode, Paul and Sharon discuss:


    The increasing politicization of the American classroom and the importance of critical thinking 

    The broken two-party system and electoral college

    A purely hypothetical 2024 election between butter and olive oil, and the pros and cons of voting for a 3rd Party Candidate, I Can’t Believe It’s Not President

    What it was like to interview the VPOTUS, Kamala Harris

    Sharons' book, 'The Small and the Mighty,' which explores the stories of unsung Americans who changed the course of history.


    Learn more about Sharon’s book and podcast here. 

    • 1 hr 6 min
    Poor Kid Makes Millions Trading, Fights Inequality with Gary Stevenson

    Poor Kid Makes Millions Trading, Fights Inequality with Gary Stevenson

    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 elite. His skill at a card game won him a job on Citibank’s trading desk and he went on to earn multi-million dollar—er, pound sterling—bonuses in his early 20s. Gary eventually become Citi’s top trader but the game started to take a physical toll on him. The stress, pressure, and moral conflict of betting against poor people—at least that’s how he saw it—led him to leave trading and begin to address growing income inequality around the globe. In this fast-paced and insight-rich conversation, Gary and Paul discuss:

    Gary's new memoir, The Trading Game: A Confession.

    The risks of trading currency

    How he felt when he got his first bonus of $750,000 

    Bias against working-class people

    Why he knew it was time to quit the industry 

    The positive role of short-sellers in a market

    His YouTube challenge, Gary’s Economics


    Hot to tax billionaires more


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    • 1 hr 5 min
    The Narcissist Next-door with Dr. Ramani Durvasula

    The Narcissist Next-door with Dr. Ramani Durvasula

    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 behavior. She also relieves Paul of the sneaking suspicion that he might be a narcissist. Other topics include:


    Gender and narcissism (ladies is narcissists too!)

    The continuum and different types of narcissism, including: grandiose, malignant, neglectful and also self-righteous narcissism (Paul’s favorite!)

    How social media has amplified narcissistic behaviors and their impact on society.

    Gaslighting and other tools narcissists use to sow self-doubt.

    Which cities has more narcissists, Los Angeles or Washington D.C.?

    The Different roles that evolve in narcissistic family systems (the golden child, scapegoat, fixer, peacekeeper, invisible child, and truth seer)

    The correlation between ADHD and narcissism 

    The process of healing from narcissistic abuse and moving towards a thriving life.


    Learn More About Dr. Ramani Here: 
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    • 1 hr 3 min
    TED's Chris Anderson on Infectious Generosity

    TED's Chris Anderson on Infectious Generosity

    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 generosity and generosity of spirit. In this conversation, Chris and I discuss:

    The formula to determine if you are a net giver or a net taker in life

    MrBeast and the phenomenon of performative philanthropy

    How gratitude can foster a sense of generosity and empathy

    The contribution TED has made to the world by providing a platform to share valuable ideas.

    How one, small act of kindness can spark generosity in others 

    Chris was born in Pakistan where his father was "an eye surgeon and evangelical Christian who ran a mobile hospital. He attended school in the Himalayan mountains of India before transferring to a boarding school near Bath, England. He went on to study philosophy, politics, and economics at Oxford, then found himself captivated by the personal computer revolution in the mid-1980s. He launched computer magazines via Future Publishing and eventually published 150 titles and employed 2,000 people. Using the proceeds of his success, Chris established a foundation to tackle tough global issues through media, technology, entrepreneurship, and ideas. In 2001, that foundation acquired the TED Conference, then an annual meeting of luminaries in the fields of technology, entertainment, and design, held in Monterey, California. Chris left the publishing world to work on TED full-time. In the next two decades, TED expanded to include the TED Prize, Ted-Ed, and the licensing of its name via TEDx, local, independently-produced conferences around the globe. Learn more about Chris and the book on InfectiousGenerosity.org. 
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    • 53 min

Customer Reviews

4.9 out of 5
428 Ratings

428 Ratings

whatsuproger ,

Always Interesting

I look forward to Paul’s podcasts and essays. They always get me thinking and/or make me laugh. His work goes far beyond just money, and deep into our behaviors.

clw987 ,

Great stuff!

Paul’s curiosity leads him to dig in and deliver a fabulous podcast. His guests are interesting and Paul’s interview style feels easy and informed. Great stuff!

secatlanta ,

Smart and funny

A compelling listen. Great guests and worthy topics that don’t get enough air time elsewhere.

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