Reasonably Happy with Paul Ollinger

Description: Christian Finnegan is a comedian and actor, well known for his work on Chappelle’s Show and the popular sitcom, Are We There Yet? He has performed on Comedy Central Presents, Conan, The Late, Late Show with James Corden, and his five comedy specials are in regular rotation on all major streaming services. An avid music fan, Christian wants to connect formerly-cool middle aged people to the best in new music. Check out his Substack, New Music for Olds here. 🔥Join Team Ollinger here.🔥💪🏼 Rate and Review Crazy Money here. 💪🏼 🦸‍♂️ Follow Paul on Instagram here. 🦸‍♂️ This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe

Description: 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 how the fears and joys that come with being rich are often two sides of the same coin. And how Paul, a former Jesuit priest strongly influenced by Karl Marx, has come to appreciate more fully the humanity of the upper class. Learn more about Paul Schervish here. 💪🏼 Rate and Review Crazy Money here. 💪🏼 🦸‍♂️ Follow Paul on Instagram here. 🦸‍♂️ This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe

Something happens to many of us in our 40’s or 50’s: having achieved a certain level of success, we yearn to find work that is an expression of who we are. Chip Conley can help with that. He founded and runs Modern Elder Academy, a school and retreat center dedicated to helping people navigate midlife and beyond. To do so, he draws on insights and wisdom earned over his own incredible career journey. For over two decades, Chip ran Joie de Vivre, the boutique hotel owner/operator that he founded in his 20s. In the depths of the Great Recession, the combination of medical crisis and market turmoil compelled Chip to sell out at the bottom of the market. While many might have given up, Chip forged ahead, reinvented and redefined who he was, all the while staying open to where that journey would take him. It eventually took him to Air BnB where become the in-house consigliere (among other things) for Air BnB CEO/co-founder Brian Chesky. Today, Chip writes, speaks, surfs, and provides the space and resources to help other “successful” people examine their lives and commit to positive paths forward.  Learn more about Modern Elder Academy hereand Chip’s newsletter here.  • 💪🏼 Rate and Review Crazy Money by clicking HERE.💪🏼 • 🦸‍♀️ Follow Paul on Instagram HERE🦸‍♂️  Topics covered in this episode: #purpose #wellness #community #travel #hotels #Airbnb This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe

41% of people who make over $200k per year still cry about money. That’s the finding of a recent study that Paul discusses this week with Joe Saul-Sehy, Creator and co-host of the Stacking Benjamins podcast AND author of Stacked: Your Super-Serious Guide to Modern Money Management. These two handsome bald fellas also chat about:The double life Joe was living as a young financial plannerHow he hit bottom when his car ran out of gasWhat you want in—and how much you should pay for—wealth managementWhether or not you should manage your own moneyIf you want to give Paul a birthday present, Rate and Review Crazy Money! And/or Follow Paul on Instagram. Order Joe’s book here. You’re the best. Really. I swear. (I mean, Paul swears.) This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe

Jacob Goldstein is the author of Money: The True Story of a Made Up Thing and former co-host of Planet Moneywhere he worked for over a decade. His new podcast, What’s Your Problem? from Pushkin Industries explores how company founders solve consumers’ problems and what problems they themselves run into along the way. On today’s show, we tackle the following:The question that Ira Glass described as “the most stoner question ever” How cash transactions worked in these United States before we had dollar dollar billz, y'allWhy you making more money doesn’t mean someone else will make lessHow working at Pushkin is different than working at NPR and the Wall Street JournalThe name of the very first compact disc he ever bought.Jacob is a former staff writer at the Wall Street Journal, the Miami Herald, and Bozeman Daily Chronicle. His work has appeared on This American Life, Morning Edition, and in the New York Times Magazine. He is a husband and father of two. He spoke with me from his soundproof closet in Brooklyn, USA. Check out What’s Your Problem?here. ⭐ Get 15% off your SideCar carrier with promo code CRAZYMONEY by clicking HERE.⭐💪🏼 Rate and Review Crazy Money by clicking HERE.💪🏼 🦸‍♀️ Follow Paul on Instagram HERE 🦸‍♂️ This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe

If you think Paul Ollinger can’t draw poignant and funny lessons about money from the 1996 box office smash, Jerry Maguire, you are sadly mistaken. On this week’s very special spring break episode of Crazy Money, Paul reads a couple of his recent reflections on comparison and the delusions we all cling to about the power of wealth. Spoiler alert: money—past a certain point—will not complete you. And comparing yourself to your friends (or enemies) will make you miserable. Full stop. Here’s what we’ll be talking bout today:Stop Keeping Score: How to Quit Measuring Success by Net Worth, Fancy Titles, or TikTok ViewsMoney Isn’t What You’re Missing: What I’ve learned after years of studying money and happiness You should share this episode with all your friends. And then do 2 out of the following 3 things...Subscribe to Paul’s Medium Posts Follow Paul on InstagramRate and Review Crazy Money This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe

Many people want you to believe that the world is in worse shape than ever. They assert that wages are stagnant, inequality is growing and the earth is heating up. But for the vast majority of humanity, things have never been better.Racism, sexism, and homophobia are at their lowest rates in history.We have more and better food than kings and queens could have dreamt of in the 18th century.We have access to clean water, indoor plumbing, effective healthcare, and technology that even billionaires couldn’t have gotten just 20 years ago (the technology, not the plumbing).So why the hell is everyone so freaked out all the time about the decline of civilization? In his new book Comparonomics, Grant Ryan shares a very simple tool to evaluate how the most important aspects of our lives have changed over the past 50 and 250 years, respectively. He also explores our innate biases that lead us to both respond to bad news and spread it around like the virus it is.  Grant spoke to me from his home in New Zealand.  Learn more about Comparonomicshere. YOU really should rate and review Crazy Money here.  YOU should also follow Paul on Instagram. He’s funny. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe

Bill Browder is the author of Red Notice: A True Story of High Finance, Murder, and one Man’s Fight for Justice, which is the best book I’ve read in a decade (and I read a lot of books). Red Notice is the story of how Browder turned a $25 million investment into a $4 billion hedge fund (Hermitage Capital) by exposing corruption in the newly opened Russian economy of the late 90’s and early 00’s. Eventually, Browder’s efforts to shine light on the newly privatized industries, cut too close to strongman, Vladimir Putin who kicked Browder out of the country and declared him a “threat to national security.” And that was just the beginning! Russian police officials took over his companies, used them to steal $230 million from the Russian treasury, framed Bill, and eventually arrested and killed his lawyer, Sergei Magnitsky. Today Bill lives under threat of retaliation and spends his time fighting to honor Sergei’s memory. This episode originally ran in May, 2019. Read more about Sergei Magnitsky here.  Please RATE and REVIEW Crazy Money here.  Follow Paul on Instagram here. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe

Nobody works harder than LL COOL J. The musician, producer, actor, and entrepreneur has been playing at the highest levels of art, business, and culture since he burst on the scene at the age of 17, in 1985.For over 35 years, LL has pushed himself to achieve in all that he does while leading with spirit and character. And achieve he has. The two-time GRAMMY-winner and first ever Hip Hop Kennedy Center Honoree has recorded 14 studio albums, landing massive hits including Going Back to Cali, Mama Said Knock You Out, Rock The Bells, and many, many more. As an actor, he has played “Sam Hanna” on NCIS: Los Angeles for the last 12 years, appeared in hit films like In Too Deep, Any Given Sunday, and Wildcats, and starred in the NBC sitcom, In the House. In this special encore edition of Crazy Money, LL shares:What he really wanted when he released his first record,How he approaches potential business deals, andWhy he pours his soul into Rock The Bells, his company that elevates timeless and classic Hip-Hop culture by celebrating MC’s, DJ’s, Break Dancers and Graffiti artists on its website, found here.  **Please rate and review Crazy Money HERE.**Follow Paul on Instagram here.Topics covered in this episode include: hip hop, music, rap, culture, money, wealth, motivation, inspiration, persistence, work ethic, black money, racial wealth divide. 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. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe

Judd Apatow doesn’t care that much about money. This non-attachment to material goods leaves him more time to focus on what matters: writing, developing talent, and getting his family together for dinner. In this week’s episode, the writer / director / producer behind iconic comedy films such as Anchorman, This is 40, and The 40-Year-Old Virgin and I talk about:Why Adam Sandler paid $50 more in rent than Judd when they were roommatesHow failure prepared him to handle successBeing creative during a pandemicJudd has accomplished so much in his career that, in retrospect, his success appears to have been pre-ordained. Despite his massive success in the past 20 years, he never forgets his early struggles and approaches every new project not knowing how it will be received. Having used Quarantine to crank out a George Carlin documentary, a new feature film (The Bubble), and a book, all his fans have lots new material to enjoy over the next few months. I am 364 pages into his new book (Sicker in the Head), and it’s fantastic. You should pre-order it here.  RATE AND REVIEW Crazy Money here. Follow Paul on Instagram here. Have a wonderful day wherever you are. That is all. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit words.paulollinger.com/subscribe