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In this thought-provoking conversation, Erik and Alli explore a noticeable shift in how people are setting goals in 2026. Instead of laser-focused metrics and traditional SMART goals, more people are choosing intentions, directions, and feelings as their compass. Why? And what does it mean for how we measure success?
Together, they unpack the value of vector-based goals, the emerging trend of process over outcome, and why many high achievers are intentionally ditching rigid measurements in favor of something more sustainable—and possibly more effective.
❓ The Big Question
Are rigid goals still useful, or is it time to rethink how we measure success?
💡 Key Takeaways
🧠 Concepts, Curves, and Frameworks
🔁 Real-Life Reflections
🧰 Put This Into Practice
🗣️ Favorite Quotes
“If you marry yourself too early to an outcome, it takes away your ability to adapt to the humbling reality that might be showing up.” – Erik
“For the recovering high achiever in me… this is forcing me to think differently in a way I wouldn’t have expected.” – Alli
“The clearer you are on the direction you want to move, the more powerfully you can simplify the steps to get there.” – Erik
“You’re the only one who knows you best. Pick what works for you and get rid of the noise.” – Alli
“Let’s go run the test. Let’s see if we’re right.” – Erik
🔗 Links & Resources
🧠 Erik’s Take
In this post-interview reflection, Erik revisits key insights from his conversation with Brett Jesson, Chief Growth Officer at DDC Group. What stands out isn’t just Brett’s strategic clarity—it’s the way he pairs operational rigor with a deeply human approach to leadership. Erik dives into three standout themes: the underestimated power of fiction in leadership, the rise of small powerhouse teams, and the brutal honesty required for better hiring. This is a thoughtful unpacking of how leadership evolves when you're willing to look inward first.
🎯 Top Insights from the Interview
🧩 The Personal Layer
Erik reflects on how Brett’s love of fiction and leadership intersect in surprising ways. From Ender’s Game to Project Hail Mary, storytelling helps leaders build empathy and see patterns in human behavior—both in real life and on their teams. It’s not just intellectual—it's emotional. Brett’s commitment to leveling up as a human, not just a title, is a model Erik finds both refreshing and necessary.
🧰 From Insight to Action
🗣️ Notable Quotes
“You can't walk in someone’s shoes if you've never imagined them.”
“Friction often lives in the connective tissue—small teams cut that out.”
“Hiring starts with knowing what you can and can’t train.”
“The wrong person can demolish a small, high-powered team.”
“By 2030, millennials and Gen Z will be the majority—it’s not their fault, but it is your responsibility.”
🔗 Links & Resources
In this episode, Erik sits down with Brett Jesson, a strategic leader driving growth at a global business process management enterprise. What unfolds is a conversation that transcends business talk and drills into trust, culture, and the very human side of leadership. From career pivots to hiring with humility, Brett shares how he’s learned to lead small, high-performing teams in big, complex systems—without losing sight of what makes people thrive. It’s a masterclass in emotionally intelligent leadership for scale.
👤 About the Guest
Brett Jesson is a senior executive at The DDC Group, where he leads commercial operations for the EMEA region. His career spans client growth, team building, and market origination in highly diverse environments. Brett is known for his strategic clarity and people-first approach—balancing rigor with reflection and operational excellence with emotional insight. He brings both humility and hard-won wisdom to this conversation on leading at the intersection of culture, trust, and performance.
🧭 Conversation Highlights
💡 Key Takeaways
❓ Questions That Mattered
🗣️ Notable Quotes
“The best cultures are validated by clients—not just internal slogans.”
“Sometimes hiring is a bet. It’s a feeling. And sometimes it works, and sometimes it doesn’t.”
“We’re a small team, so we have to pick the right targets, the right people—and then go get it done.”
“It’s not about being right—it’s about staying in alignment.”
“Imposter syndrome isn't the enemy. It’s often the sign that you’re stretching into something real.”
🔗 Links & Resources
In this energizing co-hosted conversation, Erik and Alli kick off 2026 by exploring a subtle but powerful leadership challenge: how to support (rather than sabotage) someone’s attempt to change. Whether it’s a colleague trying to break a habit, a teammate aiming higher, or a loved one shifting patterns, change can unintentionally threaten the status quo—and trigger our resistance. The duo break down why that happens and how to respond with intention, empathy, and influence.
❓ The Big Question
How do you avoid accidentally undermining someone’s momentum when they’re trying to change?
💡 Key Takeaways
🧠 Concepts, Curves, and Frameworks
🔁 Real-Life Reflections
🧰 Put This Into Practice
🗣️ Favorite Quotes
“We want people to be predictable… because that makes us feel safe.” – Alli
“The person who best knows how they need to change is usually them.” – Erik
“When you fail, I still believe in you.” – Erik
“Sometimes you just have to go through it, feel the discomfort, and wrestle your way out.” – Alli
“Make your people uncomfortable… the right way.” – Erik (with a grin)
🔗 Links & Resources
🧠 Erik’s Take
Coming out of this conversation, Erik was struck by one thing: this company actually walks the walk. From creative hiring filters to deep leadership development, G Adventures isn’t just saying the right words—they’re building the infrastructure that backs them up.
Jeremy Brady didn’t just describe innovative leadership. He embodied it. In this reflection, Erik explores how much the company’s values-based systems reshaped his own thinking on hiring, culture fit, and generational leadership. It’s a genuine "whoa" moment that reshuffled some of Erik’s assumptions and opened up new angles on what great leadership can look like in 2025.
🎯 Top Insights from the Interview
🧩 The Personal Layer
Erik reflects on his own evolution as a leader—particularly how his past approach to interviewing, team development, and performance conversations might have looked different if he’d had systems like this in place. He names the emotional experience of witnessing a company that takes “people-first” seriously in a way that’s not lip service, and how that makes him feel surprisingly optimistic about corporate culture.
He also shares his admiration for how G Adventures invests in developing future leaders through a real leadership pipeline—not just high-level development but week-long immersive C-suite mentorships. It reminded him that we often undervalue how much people want to contribute, and that real leaders are the ones who build pathways for that contribution to happen.
🧰 From Insight to Action
Want to apply what you heard in this interview + review? Here’s where Erik would start:
🗣️ Notable Quotes
“If we look the same in five years, we f***ed up.”
—Jeremy Brady quoting G Adventures' CEO
“So often when someone doesn’t get the job, they feel like they weren’t good enough. But maybe they’re just not what we need—and maybe that’s a good thing for both of us.”
—Erik Berglund
“You might be a rock star wide receiver, but we need someone who can hit home runs.”
—Paraphrased insight from Jeremy Brady
“Millennials and Gen Z aren’t harder to lead. They’re just different. And that difference is an advantage—if you’re paying attention.”
—Erik Berglund
🔗 Links & Resources
In this bold and honest conversation, Erik sits down with Jeremy Brady, National Sales Manager at G Adventures, to explore what it really takes to lead high-performing teams in 2025. They unpack why the old sales playbook doesn’t work anymore, how to build a values-driven hiring process, and why “culture fit” isn't just a buzzword—it’s a strategic advantage. Jeremy shares hard-earned insights from leading through COVID, reinventing hiring practices, and learning how to create psychological safety during interviews. It’s a masterclass in modern leadership, hiring with intention, and building cultures that last.
👤 About the Guest
Jeremy Brady is the National Sales Manager at G Adventures, a global adventure travel company known for its commitment to community tourism and values-driven leadership. With a background in hustle culture sales and over a decade of experience, Jeremy now helps shape a future of leadership that prioritizes authenticity, alignment, and long-term impact.
🧭 Conversation Highlights
💡 Key Takeaways
❓ Questions That Mattered
🗣️ Notable Quotes
“You're gonna f*** up—just don't do the same f*** up twice.”
—Jeremy Brady
“If we look the same five years from now, something's wrong.”
—Jeremy on constant reinvention at G Adventures
“The candidate isn’t applying to prove they’re good enough. We’re seeing if we’re a fit for them.”
—Jeremy Brady
“When you’re in charge, take charge. When you’re not, stop trying to be.”
—Erik Berglund
“Empathy is a superpower—but without the sword of accountability, it can become a crutch.”
—Erik Berglund
🔗 Links & Resources
In this timely and thought-provoking conversation, Erik and Alli explore what it means to lead in the age of AI. As team members start working with large language models, AI copilots, and digital assistants, leadership is no longer just about people—it’s about protocols. From new security risks and brain atrophy to digital clones and ChatGPT accountability, they map out the practical and ethical terrain of leading teams armed with supertools. If you lead a team (or will soon), this episode is your onboarding to the AI-powered workplace.
🧭 Conversation Highlights
💡 Key Takeaways
❓ Questions That Mattered
🗣️ Notable Quotes
“Generation is no longer the hard part. It’s quality and editing that are scarce now.” —Erik
“If you’re not using part of your brain anymore, you’re going to lose it. AI can atrophy our thinking.” —Alli
“You still need rules of engagement—just like with a real human.” —Alli
“You can’t run a report for the stories you didn’t ask your AI to tell.” —Erik
“This isn’t a reason not to use AI—but it is a reason to lead differently.” —Erik
🔗 Links & Resources
🧠 Erik’s Take
In this reaction episode, Erik reflects on his conversation with Chase Damiano—COO turned systems thinker, father-first decision maker, and founder of Humans at Scale. What stood out most? Chase doesn’t just talk strategy—he tests it. Erik highlights how Chase treats business like a living lab, combining intention, iteration, and humanity into every decision. This episode zooms in on what it really means to lead with intentionality, how systems thinking plays out in the real world, and why experimentation might be the most underrated leadership muscle of all.
🎯 Top Insights from the Interview
🧩 The Personal Layer
Erik shares how Chase’s lens of systems + intention got him thinking about his own decisions—especially around parenting, leadership, and product testing. There’s a quiet kind of boldness in how Chase lives: methodical, values-aligned, and open to pivoting. That balance between rigor and flexibility? Erik sees it as an antidote to stuck leadership.
🧰 From Insight to Action
🗣️ Notable Quotes
“Our businesses are just experiments.”
“The more you can recognize you’re in the middle of a test, the easier it is to treat pushback as feedback.”
“You kind of have to know where you want to go in order to figure out the best path to get there.”
“Intentionality and systems thinking—what a deadly one-two punch.”
“Every interaction—product, sales, culture—it’s all a lab if you’re willing to see it that way.”
🔗 Links & Resources
In this episode, Erik sits down with Chase Damiano, former COO of Commonwealth Joe and founder of Human at Scale, for a conversation about structured experimentation, leadership evolution, and building a life—and a business—you actually want. From nitro cold brew to nervous system regulation, this conversation traverses tactical operations, deep self-inquiry, and how we unlock team performance by letting go of control.
👤 About the Guest
Chase Damiano is a leadership strategist, executive coach, and the founder of Human at Scale, an operations consultancy helping accounting firms run better businesses—without the owner being the bottleneck. Formerly the COO of Commonwealth Joe, Chase helped scale the company into the nation's largest provider of nitro cold brew coffee in offices before stepping away to build a life aligned with his values. Today, he helps leaders build organizations that run smoothly, grow intentionally, and free them to work on what matters most.
🧭 Conversation Highlights
💡 Key Takeaways
❓ Questions That Mattered
🗣️ Notable Quotes
“We are the conscious creators of everything going on in our lives—whether we like it or not.” — Chase
“Most decisions are reversible. That truth frees you to act.” — Chase
“I was unconsciously holding down the potential of the entire organization.” — Chase
“Contextualized alignment—when people really see how they fit—is what unlocks action.” — Erik
“Leadership isn't about talent. It's about helping other people rise in theirs.” — Chase
🔗 Links & Resources
In this episode, Erik and Alli take on a vulnerable leadership dilemma: what do you do when you are the one who needs to change—but your team already knows the old version of you? From elephants in the room to scones and sandboxes, they unpack the real tension of evolving your leadership style when everyone’s already formed their expectations. This one’s filled with practical scripts, funny stories, and coaching-rich insight for anyone navigating growth in real-time.
🧭 Conversation Highlights
💡 Key Takeaways
❓ Questions That Mattered
🗣️ Notable Quotes
“If you're asking your team to change with you, admit where you went wrong. It builds trust and momentum.” —Alli
“Sometimes the most powerful thing you can do is say: I messed up. And here's how I want to do it differently.” —Erik
“Change doesn’t need to be perfect—it just needs two seconds of courage.” —Erik
“Tell me to get out of your sandbox. I’ll go vacate the premises.” —Alli
“Leadership is about evolving out loud. Let your people see that process—it gives them permission to grow too.” —Erik
🔗 Links & Resources
From the publisher's feed
Most people know the headline of a leader’s story. Few know the path it took to get there. This podcast goes beyond titles, book launches and business wins, to explore the lived journey behind the…
Through deep, unhurried conversations, we uncover the moments that shaped them—the doubts, pivots, convictions, and quiet breakthroughs that built their body of work.
Each episode features authors, coaches, executives, and bold thinkers who have forged their own path. Instead of rehearsed talking points, they’re invited into a space where thoughtful questions unlock something more human. The result is a layered conversation that reveals not just what they preach, but how they became the kind of person who can teach it.
Because we believe the best stories aren’t always told—they’re revealed. And when brilliant people are given the right questions and the room to answer them fully, what emerges is insight you can feel, frameworks you can apply, and a deeper understanding of what it truly takes to lead, create, and contribute at a meaningful level.