Tag: Hard Work
The 100 Lessons Project (EP. 100)

The 100 Lessons Project (EP. 100)

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Episode 100 is here — and we’re celebrating by distilling 100 conversations into the Top 10 lessons that have shaped how we think about money, mindset, leadership, and purposeful living. From Olympic-level preparation and strategic financial planning to the domino effect of small habits and becoming the “coffee bean” under pressure, this episode captures the ideas that mattered most. These aren’t just highlights — they’re principles we’ve seen play out in real lives, real markets, and real decisions.

Reaching 100 episodes is a milestone we don’t take lightly. Most podcasts never get here, and we’re grateful for every listener who has joined the journey. In this special episode, Corey and Zed go back and forth, sharing the lessons that have defined WIN — and what will guide the next 100. If you want a condensed blueprint for what truly matters now, this is the episode to hear.

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From Metal to Money: How the U.S. Mint Turns Trust into Cash (EP. 99)

From Metal to Money: How the U.S. Mint Turns Trust into Cash (EP. 99)

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Money feels permanent, but the way it’s made has changed constantly. In this episode of WIN: What’s Important Now, we explore how the U.S. Mint was created, how American currency evolved from metal to modern money, and why trust—not gold or paper—is what really makes money work.

Along the way, we share the remarkable true story of Peter the Eagle, a bald eagle who lived inside the Philadelphia Mint and became part of U.S. money lore. It’s a reminder that even our most serious financial systems are shaped by people, symbols, and stories—and understanding them can change how we think about money today.

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From Calendar Chaos to Financial Clarity (EP. 97)

From Calendar Chaos to Financial Clarity (EP. 97)

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Not everyone’s New Year starts on January 1—and neither does smart financial planning. In this episode, we explore Calendar Chaos: how different cultures mark time, why calendars don’t always align, and what that means for your money. From the lunar New Year to fiscal years, we break down how understanding when you plan can be just as important as how you plan.

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Removing the Blindfold: Why Money Feels Hard (EP. 96)

Removing the Blindfold: Why Money Feels Hard (EP. 96)

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Most people feel behind when it comes to money—but that feeling isn’t a failure, it’s a blindfold. We were never taught how the financial game actually works, our instincts push us toward the wrong decisions, and the system quietly rewards spending over patience. When you combine psychology, brutal math, and constant noise, it’s no surprise money feels confusing and stressful.

In this episode of The WIN Podcast: What’s Important Now, we talk about why money is so unintuitive, the common mistakes almost everyone makes, and what changes once you finally understand the rules. This isn’t about perfection or timing—it’s about removing the blindfold, playing intentionally, and quietly doing better than most people over the long run.

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The Weight of Maybe: Why We Freeze (EP. 95)

The Weight of Maybe: Why We Freeze (EP. 95)

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In this episode of The WIN Podcast, we dive into the hidden weight of indecision and explore why the word “maybe” quietly drains our energy, momentum, and opportunity. From historical missteps to modern-day moments of analysis paralysis, we unpack the psychological forces that keep us stuck and the surprising cost of delaying even the smallest decisions.

We also draw clear parallels to personal finance, showing how hesitation can erode wealth just as easily as it stalls personal growth. With practical frameworks and real-world examples, this conversation gives you the tools to move from uncertainty to confident action. If you’ve been parked in neutral—mentally, emotionally, or financially—this episode will help you shift into gear and move forward with purpose.

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Blind Spots: Why We Miss What’s Right in Front of Us (EP. 94)

Blind Spots: Why We Miss What’s Right in Front of Us (EP. 94)

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Blind spots aren’t a sign of ignorance — they’re part of being human. In this episode, we explore the unseen forces that quietly shape how we think, behave, and make decisions. From generational overcorrections to psychological patterns like confirmation bias, we break down where blind spots come from and why they’re so difficult to recognize in ourselves. We also share practical tools to reveal those hidden assumptions so you can make clearer, more intentional choices in your life, relationships, and financial future.

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If Only… Why Regret Is the Emotion That Teaches the Hardest Lessons (EP. 93)

If Only… Why Regret Is the Emotion That Teaches the Hardest Lessons (EP. 93)

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We all carry a few “what ifs.” The job we didn’t take, the person we didn’t call, the risk we were too scared to try. Regret isn’t just emotional baggage — it’s data. A built-in feedback mechanism that tells us what truly matters to us.

In this episode of The WIN Podcast: What’s Important Now, we unpack the psychology of regret — why we feel it, what it’s trying to teach us, and how to use it to make better decisions moving forward. From the stories of famous inventors and investors who learned from their biggest missteps, to everyday moments we all replay in our minds, we’ll explore how looking back can actually help us move forward.

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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)

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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.

We connect paddles to portfolios, exploring what pickleball teaches us about patience, risk, strategy, and long-term thinking. Whether you’re on the court or in the market, the principles are the same: play smart, stay adaptable, and focus on the bigger picture.

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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)

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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 unpack three powerful underdog stories and break down what they can teach us about risk, value, and decision-making. Why do we root for long shots? When does hope help — and when does it cloud judgment? And how do we separate an inspiring story from a sound investment?

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Same Water Different Outcomes (EP. 85)

Same Water Different Outcomes (EP. 85)

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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 it means for life, leadership, and financial decisions. Are you letting adversity shape you, or are you shaping the outcome? Discover how to build resilience, stay grounded, and become the kind of person who changes the water around them.

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