In this episode, we dive into how complexity creeps into our systems—whether in software, organizations, or personal leadership. We start by looking at the evolution of Microsoft Word as a case study of feature creep and unintended consequences, asking why more options can end up stifling creativity.

We’re joined by Robert Siegel, Stanford lecturer and author of The Systems Leader, who unpacks why today is a uniquely chaotic time for leaders. He explores the cross-pressures leaders face—from balancing execution with innovation, to combining strength with empathy—and what it takes to thrive in turbulent environments.

Later, we revisit a powerful 2017 conversation with Seth Godin, bestselling author and entrepreneur. Seth reframes uncertainty as an inherent feature of modern systems, not a personal failure. He shares his perspective on adapting to continual change, why embracing smaller markets and iterative progress makes us more resilient, and how redefining success helps us stay in the game.

Whether you’re leading a team, navigating constant change, or just trying to keep your work meaningful, this episode will give you fresh strategies for thinking and acting systemically.

Five Key Learnings:

1. Complexity Creep Is Real: As with Microsoft Word, adding features to solve edge cases often leads to more user frustration and less creative freedom. Simplicity can be a competitive advantage.
2. Systems Leadership Is Essential: Leaders must operate with a systems mindset, recognizing the interconnectedness inside and outside their organizations rather than staying siloed.
3. Balancing Dualities: Success today means navigating cross-pressures, such as execution vs. innovation and strength vs. empathy—not just picking one.
4. Embrace Uncertainty: Uncertainty isn’t going away; learning to see it as a product of changing systems makes it less personal and more navigable.
5. Iterate and Focus Small: Applying your creative efforts to the smallest viable audience allows for better learning, less risk, and greater long-term impact.

Get full interviews and bonus content for free! Just visit DailyCreativePlus.com.

Mentioned in this episode:

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency. Buy The Brave Habit wherever books are sold, or learn more at TheBraveHabit.com.

In this episode of Daily Creative, we dig into the concept of “lean learning”—the art of cutting through information overload to focus on what matters and take action that truly moves us forward. We kick off with an intriguing story about the Jefferson Memorial’s restoration, showing how asking the right questions unlocks smarter solutions.

Joining us is Pat Flynn, entrepreneur and author of Lean Learning, who shares insights from his journey from aspiring architect to online business leader and educator. Together, we explore how to shift from hoarding knowledge to taking deliberate, timely action, supported by real-life examples and practical frameworks.

We break down the difference between “just in case” and “just in time” learning, discuss voluntary force functions, and tackle the mental hurdles that keep creatives and leaders stuck in learning mode rather than doing. Pat offers inspiring personal stories—from online experiments to fishing escapades—that bring these principles to life.

Five Key Learnings from This Episode:

1. Ask Better Questions: The right question asked repeatedly (like “why?”) can unravel complex issues and clear away unnecessary noise, leading to simple, effective solutions.
2. Just-In-Time Learning: Instead of stockpiling information “just in case,” focus on gathering knowledge as you need it to move to the next step—then act on it.
3. Implement Force Functions: Create self-imposed deadlines or accountability measures to compel action and learning by doing, not just by consuming.
4. Leverage Community and Mentors: Surrounding yourself with peers, mentors, and those who’ve gone before you accelerates learning and provides essential support and perspective.
5. Embrace Failure as a Guide: Strategic, fast failures are key to real growth; mistakes become vital feedback that push you toward mastery and wisdom.

Get full interviews and bonus content for free! Just join the list at DailyCreativePlus.com.

Mentioned in this episode:

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

Ever fantasized about sending a scorched-earth resignation email or confronting that “complicated” colleague head-on? In this episode, we explore the messy realities and hidden costs of revenge in the workplace—and uncover healthier, more powerful strategies for navigating conflict and difficult people.

We kick off with a viral real-life resignation email—an employee’s “digital declaration of war”—and ask: Is revenge ever the right answer, or just a tempting fantasy? To help us dig deeper, we welcome leadership expert and executive coach Ryan Leak, who shares research and tactics from his new book How to Work with Complicated People. Ryan challenges us to recognize that “complicated” is in the eye of the beholder, and often, the growth opportunity in conflict lies with us.

Then, conflict resolution specialist James Kimmel takes us into the neuroscience of revenge. We learn just how a grudge can hijack our brain like a drug—triggering temporary pleasure but lasting destruction. James shares practical, evidence-based steps for breaking the cycle and explains why forgiveness isn’t just a virtue but a neurological “wonder drug” for our own well-being. His new book is called The Science of Revenge.

Whether you’re dreaming of a Jerry Maguire exit or just tired of that one messy team dynamic, this episode will help you turn revenge fantasies into opportunities for learning, integrity, and genuine professional growth.

1. “Complicated” Is Subjective: What you find difficult in a colleague, someone else might find easy—meaning anyone (including ourselves) can be “complicated” to work with.
2. People Over Job Description: Job satisfaction is far more influenced by the people you work with than by the actual work you do.
3. Honest Conversation Heals: Growth and resolution often require stepping into vulnerable, authentic dialogue with colleagues—even if it’s uncomfortable.
4. Revenge Is Addictive—And Costly: Neuroscience shows that seeking revenge lights up our reward centers like an addiction, but leaves us feeling worse and traps us in a cycle of pain.
5. Forgiveness as Self-Healing: Quiet, internal forgiveness—without any big announcements—switches off our brain’s pain and reward loops, empowering us to make clearer, healthier decisions.

Mentioned in this episode:

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

NEW BOOK! The Brave Habit is available now

Rise to important moments in your life and work by developing the habit of bravery. Available in paperback, ebook, or audiobook wherever books are sold. Learn more