Preparation – The WIN Podcast

Happy Accidents (EP. 83)

By The-WIN-Podcast | June 24, 2025

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 future, but from being ready when it shows up.

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Corey’s Book

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What Ostriches, Lightning, and Goldfish Can Teach You About Money (EP. 82)

By The-WIN-Podcast | June 10, 2025

We’ve all believed things that aren’t quite true—like the idea that ostriches bury their heads in the sand or that goldfish forget everything in three seconds. In this episode, we unpack five common myths people believe without question and explore the surprising ways they connect to financial behavior. From ignoring your budget like an ostrich to reacting emotionally to market “red” like a charging bull, we break down how these false beliefs can quietly derail your financial plan.

Sometimes, what costs us most isn’t what we don’t know—it’s what we think we know.

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Corey’s Book

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Financial Fables: What a tortoise, a fox, and a golden goose can teach you about your wallet (EP. 81)

By The-WIN-Podcast | May 27, 2025

In this episode of WIN: What’s Important Now, we unpack five classic Fables—stories you may have heard as a child—and discover the powerful financial wisdom they hold for adults. From the slow-and-steady tortoise to the golden-egg-laying goose, these tales reveal truths about saving, investing, greed, preparation, and mindset. Join us as we connect ancient stories to modern money habits and ask: what’s your financial fable?

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Corey’s Book

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Timeless Truths (EP. 79)

By The-WIN-Podcast | April 29, 2025

In Episode 79 of WIN: What’s Important Now, we explore five timeless truths about human behavior — and how they still shape our decisions today. Inspired by Morgan Housel’s Same as Ever, we examine surprising moments from history that reveal why some lessons never go out of style.

Through stories of risk, patience, and the power of incentives, we connect the past to the present, showing how what’s always been true still matters now. Whether you’re thinking about money, mindset, or meaning, this episode is a reminder that some of the most important things… don’t really change.

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Corey’s Book

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Laying Up or Going for It: Risk, Reward, and the Green Ahead (EP. 78)

By The-WIN-Podcast | April 15, 2025

Fresh off The Masters, we dive into the high-stakes decision every golfer faces on a par 5—lay up or go for the green—and explore how that same risk/reward choice shows up in personal finance. Whether you’re building a nest egg or eyeing a bold investment move, knowing when to play it safe and when to take a calculated shot is key. Tune in as we break down the parallels between smart course management and sound financial planning.

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Corey’s Book

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Don’t Fix the Roof in a Snowstorm (EP. 76)

By The-WIN-Podcast | March 18, 2025

Making changes in the middle of a crisis is like trying to fix your shingles during a snowstorm—frustrating, ineffective, and often too late. In this episode, we explore why the best time to prepare, adjust, and plan is when things are going well, not when you’re under pressure. Whether it’s managing your health, career, relationships, or big life decisions, taking proactive steps before problems arise can save you from unnecessary stress and poor decision-making.

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Corey’s Book

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Bracketology & Bankrolls: The Madness of March & Markets (EP. 75)

By The-WIN-Podcast | March 4, 2025

March Madness isn’t just about basketball—it’s about risk, reward, and the unpredictable nature of both brackets and investing. In this episode of WIN: What’s Important Now, we break down the financial lessons hidden in the tournament, from the psychology of picking Cinderella teams to the importance of diversification in both your portfolio and your bracket. Plus, we explore the staggering impact March Madness has on workplace productivity. Whether you’re a hoops fan or a finance geek, this episode is a slam dunk!

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Corey’s Book

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Thriving on Purpose: A Blueprint for Purposeful Living (EP. 71)

By The-WIN-Podcast | January 7, 2025

Start 2025 with a fresh take on retirement. In this episode, we explore why life after retirement needs as much planning as the journey to get there. From the surprising loss of structure to the challenge of reconnecting with passions, we uncover the realities of this major transition.

Learn how to move beyond “retiring to” something and focus on “retiring with” habits, relationships, and purpose that create a fulfilling and balanced new chapter.

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- Corey’s Book

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Flipping the Odds: Finding Success Amid Uncertainty (EP. 70)

By The-WIN-Podcast | December 24, 2024

In this special Christmas Eve episode, we explore how life’s uncertainties can still lead to incredible success. Drawing inspiration from stories like Walt Disney’s rise from failure and Heinz Berggruen’s journey from refugee to renowned art collector, we’ll discuss how focusing on what you can control—and letting go of what you can’t—can transform your mindset.

We’ll also dive into the art of picking your battles, whether during the holiday hustle or in your financial life. Join us for a thoughtful conversation about finding joy in the unknown, making intentional choices, and celebrating the moments that truly matter this season.

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Thriving in Change (EP. 57)

By The-WIN-Podcast | June 25, 2024

In this episode, we explore the fascinating journey of adaptation in both business and personal careers. We delve into how successful business models evolve to meet changing market demands, technological advancements, and societal shifts. Drawing parallels, the discussion shifts to the personal evolution from the height of one’s career to the transition into retirement.

Discover strategies for staying ahead in the business world and learn valuable insights on how individuals can gracefully navigate the transition from a bustling career to a fulfilling retirement. Join us for an engaging conversation on thriving through change and ensuring sustained success in both business and life.