The Echo in the Well: How Past Voices Shape Today’s Decisions (EP. 92)

The Echo in the Well: How Past Voices Shape Today’s Decisions (EP. 92)

Every generation believes they’re raising their children differently — better — than the last. But what if every rebellion simply sets the stage for the next correction? In this episode of The WIN Podcast: What’s Important Now, we explore how the voices of our past shape the way we parent, lead, and live. From strict …

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The Comfort Trap: How Convenience and Choice Quietly Control Us (EP. 91)

The Comfort Trap: How Convenience and Choice Quietly Control Us (EP. 91)

In a world that promises to make everything effortless — from one-click shopping to instant streaming — our decisions should feel easier. Yet somehow, we’re more overwhelmed, less satisfied, and financially less disciplined than ever. In this episode of The WIN Podcast: What’s Important Now, we explore the hidden costs of convenience and the paradox …

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From Courts to Capital: What Pickleball Teaches Us About Investing (EP. 90)

From Courts to Capital: What Pickleball Teaches Us About Investing (EP. 90)

Pickleball has exploded from a backyard game into the fastest-growing sport in America, and its journey offers valuable lessons for investors. In this episode of The WIN Podcast, Corey and Zed look at how the sport’s rapid rise mirrors trends in finance, from spotting opportunities early to understanding the importance of having a reliable partner. …

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The Domino Effect: How One Small Choice Can Change Your Future (EP. 89)

The Domino Effect: How One Small Choice Can Change Your Future (EP. 89)

Sometimes it’s not the big decisions that shape history—it’s the small ones. Ronald Wayne’s decision to sell his 10% stake in Apple for $800 cost him over $100 billion in missed gains. Even NASA’s choice of a simple pencil reshaped safety in space. In this episode, Corey and Zed explore how tiny decisions—both famous and …

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The Long Tail of Fads: When Today’s Trend is Tomorrow’s Prank (EP. 88)

The Long Tail of Fads: When Today’s Trend is Tomorrow’s Prank (EP. 88)

Why do we fall in love with fads? From hula hoops to Beanie Babies to meme stocks, history is filled with crazes that capture our imagination—and our wallets—before vanishing almost overnight. They make us laugh, they make us hope, and sometimes they cost us big. In this episode, Corey and Zed explore why fads are …

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Language Evolution: From Dialects to Domain Names (EP. 87)

Language Evolution: From Dialects to Domain Names (EP. 87)

From ancient campfires to current-day slang, language has always shaped the way humans think, act, and connect. In this episode, Corey and Zed trace the journey of language through history—how early tribes relied on clarity for survival, how the printing press standardized communication, and how the digital age introduced memes, slang, and financial jargon at …

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Why We Love Underdogs: The Hidden Cost of Betting on Hope (EP. 86)

Why We Love Underdogs: The Hidden Cost of Betting on Hope (EP. 86)

Everyone loves an underdog. From the Jamaican bobsled team to Seabiscuit, we’re drawn to the grit, heart, and improbable rise of those who weren’t “supposed” to win. But when emotion takes the wheel — especially in investing — it can lead us into risky bets masked as hopeful stories. In this episode, Corey and Zed …

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Same Water Different Outcomes (EP. 85)

Same Water Different Outcomes (EP. 85)

When life heats up, how do you respond? This episode explores the powerful parable from The Coffee Bean—a story of a carrot that softens, an egg that hardens, and a coffee bean that transforms its environment. Through real-life examples of Elizabeth Holmes, Howard Hughes, and Viktor Frankl, we examine how people react under pressure—and what …

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Independent Thinking in a Dependent World (EP. 84)

Independent Thinking in a Dependent World (EP. 84)

In a world flooded with trends, opinions, and financial noise, independent thinking has never been more essential — or more difficult. In this special July 4th-themed episode, we explore what it means to declare your own financial independence. We’ll draw parallels between the American Revolution and modern money choices, offer practical tools to help you …

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Happy Accidents (EP. 83)

Happy Accidents (EP. 83)

Velcro. Post-its. Potato chips. What do they have in common? None of them were part of the plan. In this episode of WIN, we dive into the world of accidental inventions—and how their surprise success offers a powerful lesson for investors and dreamers alike. Because sometimes, the best financial returns don’t come from predicting the …

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