Navigating the Management Maze: Tips for New Leaders

On this episode of On the Brink with Andi Simon, I'm thrilled to welcome back Dr. Karl Hebenstreit—organizational psychologist, executive coach, speaker, and now the author of a powerful new book: Explicit Expectations: The Essential Guide and Toolkit of Management Fundamentals.

Karl's insights will be eye-opening if you're a leader, manager, or anyone asked to take charge without much training or clarity. His central message? Everything is a conversation—and when expectations aren't explicit, confusion and conflict inevitably follow.

From Enneagram to Explicit Expectations

You may remember Karl from a previous episode where he shared his passion for the Enneagram. That framework, which focuses on motivation rather than just behavior, changed how he saw people and how they relate to one another. In today's conversation, we explored how that same thinking inspired his latest work—helping new managers step into their roles with clarity, confidence, and connection.

Karl's journey into HR and organizational psychology wasn't always linear. Early in his career, he realized that promoting high-performing individuals into management often left them unprepared for what came next. "We promote people and assume they'll figure it out," Karl says. "But without guidance, they're left adrift." That recognition became the seed for his new book.

Why We Get Expectations Wrong

Karl shared a striking observation: most people operate from their internal "golden rule," assuming that others want to be treated like they are. But what if that isn't true?

This insight draws from both the Enneagram and Karl's own coaching experience. Managers often expect others to intuit their expectations, only to be disappointed when those assumptions don't lead to desired outcomes. The solution? Make expectations explicit—hence the book's title.

Explicit Expectations is more than just a how-to guide. It's a toolkit grounded in real organizational challenges, especially for newly promoted managers without formal training. It offers a structured way to define goals, conduct one-on-ones, manage performance, lead team meetings, and even handle terminations—all through the lens of clear communication and alignment.

From Confusion to Clarity: Building a Living Agreement

At the heart of Karl's approach is the Explicit Expectations Engagement and Alignment Guide—a tool that allows managers and employees to co-create clarity. It's not a static checklist but a living document that evolves as business conditions and roles change. It helps each party articulate their motivations, communication styles, and priorities.

This idea resonated deeply with me. As a corporate anthropologist, I've seen firsthand how ambiguity breeds misalignment and disengagement. Karl's guide gives teams a shared language and mutual understanding, vital to navigating change—something we know is constant in today's fast-moving workplaces.

A Simple but Powerful Question

One of my favorite takeaways from our conversation is Karl's approach to team dynamics: "Just ask." Ask how someone prefers to receive feedback, what motivates them, and how they want to resolve conflict. These conversations don't require a PhD in psychology—just curiosity, empathy, and a willingness to listen.

Karl emphasized that even without formal Enneagram training, managers can learn to tailor their approach by simply being explicit in conversations. The platinum rule—treating others as they want to be treated—starts with understanding what that looks like for each person.

Embracing Differences to Build Stronger Teams

Karl and I also explored how embracing cognitive and motivational diversity leads to stronger, more customer-centered organizations. He shared how teams begin to see the value of different Enneagram types and break free from the idea that there's one "right" way to lead or be led.

This is especially relevant today as businesses navigate generational differences, hybrid work, and rapid digital transformation. As Karl puts it, "Your team is a microcosm of your customers." Understanding internal diversity helps you connect more authentically with external markets.

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Practical Tools for Real Change

Karl's work is deeply relevant whether you're leading a startup or a legacy institution. His book offers practical tools—strategic planning, onboarding, feedback, coaching, accountability, DEI practices—all through the lens of clarity and alignment. These tools are not just about being a better manager; they're about empowering you to be a better communicator and collaborator, capable of driving real change in your organization.

And yes, Karl now has an AI-powered training twin! His methods are available in person, virtually, or through AI-enabled programs. As I often say, the future is here—and Karl is helping us manage it better. His methods have the potential to inspire and motivate change, transforming the way we manage and communicate.

Key Takeaways from the Episode:

1. Unspoken expectations are a recipe for misalignment. Managers must articulate their needs and ask about others' preferences—don't assume.
2. The Golden Rule is outdated—aim for the Platinum Rule. Understand others' motivations and communication styles to treat them the way you want to be treated.
3. Build a living agreement. Use Karl's Engagement and Alignment Guide to create and revisit shared expectations as goals and roles evolve.

You can find Explicit Expectations on Amazon or at your favorite bookstore. To learn more about Karl and his work, visit www.performandfunction.com or connect with him on LinkedIn at Karl Hebenstreit.

If you enjoyed this episode, don't forget to subscribe to On the Brink with Andi Simon, leave a review, and share it with a colleague. And remember: the words you use to create the world you live in. Let's make those words clear, kind, and explicitly aligned. By committing to these principles, we can all contribute to a more engaged and harmonious work environment.

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From Observation to Innovation,

Andi Simon, PhD

CEO | Corporate Anthropologist | Author
Simonassociates.net
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