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Wealthy Woman Flies Southwest with Leah Rudick
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Wealthy Woman Flies Southwest with Leah Rudick

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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Reasonably Happy
Reasonably Happy with Paul Ollinger
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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Paul Ollinger