Reasonably Happy with Paul Ollinger

Leah Rudick is an actor, writer, and comedian whose Wealthy Woman character videos have earned her almost one million followers on Instagram and TikTok. Thanks to her breakout social media success, Leah is now selling out comedy shows all over the country. In these videos, a clueless woman of wealth shares her point-of-view on everyday experiences like going to Cracker Barrel, flying Southwest Airlines, renting a car, or taking the bus. I (Paul Ollinger, hoster of show / writer of episode notes) find her videos hilarious. Leah was in Atlanta last week for a sold-out show at City Winer. She was kind enough to come by the house to chat money, success, and the very odd jobs that helped her pay the bills as a struggling actress. A native of Cincinnati, Leah began performing improv in New York City after graduating from Sarah Lawrence College. Her work has taken her to the Edinburgh Fringe Festival. New York Sketchfest, and the Los Angeles Comedy Festival. She has appeared on HBO’s hit High Maintenance and IFC’s Commuters.

👩‍🦰Follow Leah on Instagram👩‍🦰
🔥 Read Paul’s Substack here 🔥
🎤 See Paul’s upcoming shows here 🎤


About Crazy Money:
Unlike traditional personal finance shows like Dave Ramsey or Suze Orman, Crazy Money is not about how to make a million bucks, how to beat the market, or how to save money by switching cable providers. It is about deciding what role we want money to play in our lives and how we can use it to achieve our best selves. Topics covered include: philosophy, happiness, contentment, meaning, dreams, purpose, success, 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, wealth management, culture, society. Status.

Crazy Money is edited by Mike Carano

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Morgan Housel is the author of the book, The Psychology of Money: Timeless Lessons on Wealth, Greed, and Happiness. As the back cover of his new best-seller reads, “Doing well with money isn’t necessarily about what you know. It’s about how you behave. And behavior is hard to teach, even to really smart people." While the book is partially about investing, it’s really about how knowing what you want from life will help you make better decisions about money. I really enjoy Morgan’s writing and found the book to be an elegant summation of many of the things I want to discuss on this show. This episode was originally posted in October, 2020. 

🔥 Read Paul’s Substack here 🔥
🎤 See Paul’s upcoming shows here 🎤

About Crazy Money:

Unlike traditional personal finance shows like Dave Ramsey or Suze Orman, Crazy Money is not about how to make a million bucks, how to beat the market, or how to save money by switching cable providers. It is about deciding what role we want money to play in our lives and how we can use it to achieve our best selves. Topics covered include: philosophy, happiness, contentment, meaning, dreams, purpose, success, 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, wealth management, culture, society. Status.

Crazy Money is edited by Mike Carano.

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Do women find men in expensive cars more attractive than men in less expensive cars? Some people believe that the answer to this question is so patently self-evident as to not require any thought. But my guest today conducted actual scientific research into this age-old stereotype. Rob Searle is a Welsh psychologist who co-authored a paper evaluating the status-enhancing effects of luxury vehicles on the attractiveness of both men and women to heterosexual members of the opposite sex. He asked participants to rate the attractiveness of an average looking man, first in a Bentley Continental GT, then in a much more modest Ford Fiesta. The findings were published in the British Journal of Psychology. And he discusses them in this episode of Crazy Money. The results build on the work of David Buss and others who found that perceived affluence does influence mating patterns.


🔥 Read Paul’s Substack here 🔥
🎤 See Paul’s upcoming shows here 🎤
🔗Connect with Rob Searle on LinkedIn 🔗
🚗 Summary of the study can be found here 🚗

About Crazy Money:
Unlike traditional personal finance shows like Dave Ramsey or Suze Orman, Crazy Money is not about how to make a million bucks, how to beat the market, or how to save money by switching cable providers. It is about deciding what role we want money to play in our lives and how we can use it to achieve our best selves. Topics covered include: philosophy, happiness, contentment, meaning, dreams, purpose, success, 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, wealth management, culture, society. Status.

Crazy Money is edited by Mike Carano

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Read my newsletter Money and the Meaning of Life here.

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This week, Paul reads some of the recent essays from his Substack. In "Why Talking About Money and Happiness Matters” he reflects on the reasons Bono, Jonah Hill, and Brian Cox have all, in the past few months, engaged in public discussion on the nature of success and what it can and can’t do for us. In "Lessons from a Freshman Pimple,” Paul recalls the devastating experience of an early high school face blemish and why seeking others’ approval can lead us to bad decisions. In "The Real Reason They Call it F-You Money,” he describes the mind games new money plays on its owner and why we must understand how money can help us get what we want from life (and not the other way around).

✍🏻 Subscribe free to Paul’s Substack here. ✍🏻

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🤣 See Paul’s world-changing comedy on Instagram here. 🤣

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Julie Saxon is the mother of two and a senior media executive. In 2013, her life was upended when her husband, Joel, was diagnosed with stage IV colorectal cancer. Thus began journey during which she had to keep the train on the tracks at work and at home while helping Joel fight for his life. But after 6 valiant years, 87 rounds of chemo, ten rounds of radiation, seven surgeries, and two clinical trials, he lost that battle. Joel lived longer than 99% of patients with his diagnosis, and—as I was listening to Julie tell the story— I couldn’t help but think how much her strength, support, and raw will had to do with his relative longevity. Julie and I met when we both worked in advertising sales at Yahoo! in the early 2000’s. Her story reminded me of how lucky we both were to work at a company staffed by so many incredible human beings. To this day, her Atlanta co-workers remain some of her closest friends. Not only did one of those colleagues introduce her to Joel, but he and the others were there to support her throughout marriage and its sad conclusion. Julie is now Chief Revenue Officer for a large digital media company. She and her two beautiful daughters live in Atlanta. I want to thank Julie for trusting me with this conversation. 

This episode was originally released in June, 2020. 

✍🏽 Read Paul’s Substack here. ✍🏽
🎤 See Paul’s upcoming comedy shows in Charlotte, Chattanooga and more here. 🎤
🩺 Get screened for colorectal cancer. 🩺

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This episode is about working for fun, love, and legacy. Peter Gladstone is the Co-founder of Mass Hole Donuts, bakers of gourmet donut holes that celebrate the people, traditions, and spirit of Boston and Massachusetts. After 20 years in consumer marketing with companies like Gillette, P&G, and the Boston Beer Company (aka, Sam Adams), Peter retired and is now building Mass Holes because, he says, it’s fun, and he wants to contribute to the culture of his hometown. When he’s not establishing his Boston institutions, he is a Senior Advisor at the Harvard Innovation Labs where he advises consumer-facing ventures. Peter and I (Paul, host of show and writer of notes) were classmates at Dartmouth’s Tuck School of Business. That is where I developed my appreciation for his creative mind and wacky and wicked good sense of humor. We talk about the difference between working to pay your bills and working on a passion project, the role of humor in the corporate world, how he and his team survived pandemic, and how he defines success now that he has “enough.” 

✍🏽 Read Paul’s Substack here. ✍🏽

🎤 See Paul’s upcoming comedy shows here. 🎤

🍩Visit Mass Hole Donuts website here. 🍩
🍪 See Mass Hole’s Instagram here. 🍪

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Nicole Lapin is the New York Times best-selling author of Rich B***h, Boss B***h, Miss Independent, and Becoming Super Woman. A summa cum laude graduate of Northwestern University’s journalism school, she became one of the youngest anchors in CNN’s history at age 21. In this episode, we discuss her parents’ rancorous divorce, her dad’s death by overdose, and the resulting financial turmoil that set her on a mission to help women have more financial literacy and empowerment in their lives and relationships.

LINKS 
💰Listen to Money Rehab with Nicole here💰
🐶 Follow Penny Lapin here 🐶
💪 Subscribe to Paul’s Substack here. 💪
🔥 Follow Paul on Instagram here. 🔥

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Larry Thompson is an entertainment manger in Beverly Hills, CA. In his 50+ years in Hollywood, Larry has guided the careers of over 200 stars, including Drew Barrymore, William Shatner, Cicely Tyson, Joan Rivers, Sonny & Cher, David Hasselhoff, Barry White, and Cindy Crawford. Larry grew up in Clarksdale, MS, graduated from Ole Miss law school then drove across country to chase his dream in Hollywood. As a young lawyer at Capitol Records, he helped negotiate the break-up of the Beatles then proceeded to sign each of the Fab 4 to their own solo contracts. This is just one of many incredible stories Larry shares about the talent he’s worked with, including George Harrison, Barry White, Elton John, Farrah Fawcett, and Lee Majors. We also discuss how Larry helps talent see their own potential, avoid pitfalls, and how Larry got his own act together when success and ego distracted him from what was important in life. Larry is the recipient of the Heller Award for Lifetime Achievement from the Talent Managers Association and the author of the book, SHINE: A Powerful 4-step plan to becoming a star in anything you do.

💪 Subscribe to Paul’s Substack here. 💪
🔥 Follow Paul on Instagram here. 🔥

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A year ago, Katherine Blanford was working as a nanny by day and doing comedy at night. Last summer, she made her network television debut on The Tonight Show with Jimmy Fallon and is now headlining around the country and opening for David Spade. She and I discuss the experience of having "heat" and cash in her pocket for the first time. We talk about artistic envy, the work ethic needed to succeed in comedy, what she learned about wealth and careers while working as a nanny, and of course, how much she loves the Ollinger family basement. 
🔥 Follow Katherine on Instagram here. 🔥
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Hey everybody. Happy 2023! This is a short, lightly edited greeting from Paul /me about where the podcast has been in 2022 and where we're going to take it in the year to come. I am grateful for your continued support and interest. I wish you and your family a safe, prosperous, and fulfilled year.
Carpe Diem!
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📧 E-mail Paul at [email protected] 📧 

Crazy Money is produced and edited by Mike Carano. Topics addressed on Crazy Money include: Money, Happiness, Contentment, Meaning, philosophy, dreams, purpose, Success, mental health, Business, Work, Careers, Authors, Books, Values, capitalism, economics, investing, saving, spending, personal finance, charity, philanthropy, altruism, affluence, wealth, wealth management, culture, society. Status.
If you haven’t found what you’re looking for in the words above, you’re probably not going to find them down here. Seriously, all the important stuff is up yonder.

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