Tag: Taxes
The Long Game (EP. 111)

The Long Game (EP. 111)

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Every four years, the FIFA World Cup captures the attention of billions, but the lessons extend far beyond the soccer pitch. In this episode, we explore what makes the world’s most popular sporting event so captivating and uncover the surprising parallels between winning a championship and building long-term financial success. From the group stage to the knockout rounds, every match offers a lesson in preparation, patience, discipline, and resilience.

Just like investing, championships aren’t won with one spectacular play—they’re earned through consistency, smart decisions, and the ability to stay in the game when the pressure is highest. Whether you’re a lifelong soccer fan or have never watched a match, you’ll discover why the principles that lead to lifting the World Cup trophy are the very same principles that can help you achieve lasting financial success.

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The Pursuit (Ep. 110)

The Pursuit (Ep. 110)

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What are you pursuing? It’s a simple question, but one that has shaped lives, careers, and civilizations throughout history. In this episode, we explore the meaning and origins of the word pursuit—from its historical roots to its appearance in phrases like “the pursuit of happiness,” the classic board game Trivial Pursuit, and the inspiring story told in The Pursuit of Happyness. Along the way, we examine why the things we choose to chase often reveal more about us than the things we eventually achieve.

Whether it’s wealth, success, security, knowledge, or purpose, every pursuit comes with tradeoffs. Join us as we discuss the difference between chasing what is merely interesting and pursuing what is truly important. Because in the end, a meaningful life isn’t defined only by what we attain—it’s shaped by what we choose to pursue.

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The Myth of the Magic Number (EP. 109)

The Myth of the Magic Number (EP. 109)

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For years, we’ve been told that reaching a certain number—often $1 million—is the key to a successful retirement. But is there really a magic number that guarantees financial security? In this episode, we explore why humans are naturally drawn to round numbers, milestones, and even superstitions, and how those tendencies can influence the way we think about money and retirement.

From lucky numbers and cultural beliefs to retirement targets and net worth goals, we’ll examine why numbers often carry more emotional weight than practical meaning. Most importantly, we’ll discuss why a successful retirement isn’t determined by a single figure in an account balance, but by the relationship between your resources, your lifestyle, and the life you want to live.

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Selling Shovels in the Digital Age (EP. 108)

Selling Shovels in the Digital Age (EP. 108)

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In 1849, hundreds of thousands of people rushed west in search of gold, hoping to strike it rich. While a few found fortunes in the mines, many of the greatest and most lasting fortunes were built by the people selling the tools, supplies, transportation, and infrastructure that supported the boom. The California Gold Rush offers a fascinating lesson about wealth, opportunity, and human behavior that remains just as relevant today.

In this episode, we explore what the Gold Rush can teach us about the modern AI revolution and why the biggest opportunities are not always where the crowd is looking. From pickaxes and shovels to chips, cloud computing, and digital infrastructure, we’ll examine how every boom creates winners—and why those who support the opportunity often outperform those chasing it.

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The Maintenance Myth: Why Success Is Never Finished (EP. 107)

The Maintenance Myth: Why Success Is Never Finished (EP. 107)

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Success isn’t usually destroyed by one catastrophic mistake — it slowly erodes through years of neglected maintenance. In this episode, Corey and Zed explore why the most important parts of life and wealth require constant attention, even after we’ve worked hard to build them. From finances and health to relationships and personal growth, the things that matter most rarely take care of themselves.

We’ll discuss the hidden cost of deferred maintenance, why people naturally avoid upkeep, and how small overlooked issues often become major problems over time. Because in the end, success isn’t something we achieve once — it’s something we protect intentionally.

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The Thin Line Between Winning and Losing (EP. 106)

The Thin Line Between Winning and Losing (EP. 106)

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The Stanley Cup Playoffs remind us that the thin line between winning and losing is often measured in inches — a puck off the post, a fortunate bounce, or one split-second decision under pressure. In this episode of The WIN Podcast, we explore how hockey’s chaos and unpredictability mirror the world of investing, where short-term outcomes are often driven by volatility, emotion, and events no one can fully control.

We discuss why “this time is different” is one of the most dangerous phrases in finance, how discipline matters more than prediction, and why successful investors — like championship teams — stay committed to the process even when the bounces don’t go their way.

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Why the Road to Wealth Isn’t Straight (EP. 104)

Why the Road to Wealth Isn’t Straight (EP. 104)

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Most people expect the path to wealth to be a straight line—but just like the roads we drive every day, it’s anything but. In this episode, we explore why curves, bridges, and changing conditions aren’t flaws in the journey—they’re intentional design features that keep us moving forward safely and efficiently.

Using real-world road engineering as a guide, we break down how volatility, preparation, strong financial foundations, and ongoing adjustments all play a role in building lasting wealth. If your financial path feels unpredictable, this episode will help you see why that might be exactly what it’s supposed to look like.

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Are You the Hero… or the Bottleneck? (EP. 101)

Are You the Hero… or the Bottleneck? (EP. 101)

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Are you the hero… or the bottleneck? In this episode of The WIN Podcast, we explore how constantly saving the day in your business, finances, or family might actually be holding you back. Hustle and heroics work in the beginning — but if everything depends on you, growth has a ceiling.

What’s Important Now isn’t more effort — it’s better systems. From money automation to life design, this episode challenges you to stop managing chaos and start building structure. Because real success isn’t about being needed… it’s about creating something that works even when you’re not in the room.

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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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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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