In this episode of The WIN Podcast: What’s Important Now, we explore the strange world of Guinness World Records to uncover a deeper truth: you can optimize for almost anything—even when it doesn’t actually matter. Through extreme examples, we highlight how easy it is to chase the wrong metrics in money, life, and decision-making.
Because in the end, the real risk isn’t losing—it’s winning a game that was never worth playing.
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.
In this episode, we explore the key ideas from Die with Zero and challenge the traditional mindset of saving for “someday.” What if the goal isn’t to die rich, but to use your money to create meaningful experiences at the right time?
We tie it back to What’s Important Now?—looking at experiences that expire, whether or not there is a risk of over-saving, and how to better align your money with the life you actually want to live.
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.
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.
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.
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.
In this episode of WIN: What’s Important Now, we examine how the activities we dedicate our time to can influence both our financial outlook and personal fulfillment. From gaming and golfing to traveling and gardening, we explore how different hobbies can evolve over a lifetime, offering unique experiences and potential opportunities.
Hobbies can provide more than just enjoyment—they can contribute to personal development and skill-building, sometimes opening up new income streams. Join us as we explore the broader impact hobbies have on our lives, beyond the costs, and how they can shape our experiences and future possibilities.
Do you know what finances and sports coaching have in common?
Both require careful planning, strategic thinking, and a long-term vision.
In this episode, Corey Heimensen chats with Bill Harmsen, coach at Dordt University, about achieving long-term success in coaching. Bill emphasizes the importance of having a strong vision, strategy, and structure, and that personal and academic growth for athletes is just as important as winning. Corey and Bill also talk about the importance of competitiveness in life and the need to enjoy the journey.
Bill discusses:
His background in coaching
Why vision, strategy, and structure are important in achieving long-term success
The role of long-term planning in coaching and how he learned this lesson in his first year of coaching
The impact of the Name, Image, and Likeness (NIL) policy and the transfer portal on college sports
The importance of finding an outlet for competitiveness after retirement
His approach to leadership and how he encourages his team to develop leadership skills
The challenges of managing people with different personalities and emotions
Discipline is about keeping ourselves in control. And not about being punished if we step out of line.
In this episode of The Win Podcast, What’s Important Now, Jason Engleman joins your host Corey Heimensen to discuss the importance of being disciplined in our lives to achieve success in all aspects. Additionally, they talk about their passion for baseball and how discipline is key to the game.
Corey and Jason discuss:
Jason’s background as an educator, athlete, coach, and parent of six
Why discipline is about being focused on ourselves
The importance of discipline in sports like baseball
Why it is crucial to stay focused on our objectives to avoid making wrong decisions
Jason Engleman is the 7-12 Principal at Central Lyon. Prior to his role as a principal, Jason served the district in other capacities including activities director, coach, and third-grade teacher. His education includes graduating from Morningside College, in Sioux City, with a Bachelor of Science Degree in Elementary Education followed by a Master’s Degree in School Administration from Dordt College, in Sioux Center.
Outside of my administrative responsibilities, Jason loves to stay active through exercise and other sporting activities. In his free time, Jason enjoys reading, playing games, going on walks or bike rides and spending time with his family.
Jason and his family also like to spend time attending and supporting the many activities Central Lyon has to offer.
