The Failure Gap

Julie Williamson, Ph.D.

The Failure Gap podcast is hosted by Julie Williamson, Ph.D., the CEO and a Managing Partner at Karrikins Group, a Denver-based, global-serving business consultancy. Julie delves into the critical space between agreement and alignment - where even the best ideas falter without decisive action. Through candid conversations with a diverse mix of leaders, this podcast explores both the successes and failures that shape the journey of leadership. Featuring visionary leaders from companies of all sizes, from billion-dollar giants to mid-market innovators, to scrappy start-ups, The Failure Gap uncovers the real-life challenges of transforming ideas into impactful outcomes. Tune in to learn how top leaders bridge the gap and drive meaningful progress in their organizations.

  1. 2d ago

    A Conversation With Alex Pregnolato, Group CFO, Liberty London

    Alex Pregnolato, Group CFO of Liberty London, has built a career by staying curious, taking calculated risks, and refusing to get too comfortable. Born and raised in Italy, Alex’s finance journey has taken him from Ferrero to Prada, MCM, Versace, De Beers, and now Liberty London, with stops in New York, China, and London along the way. His experience has taught him that functional expertise is only part of leadership. To have real influence, leaders need to understand the business, connect their work to the bigger picture, and be willing to adapt when the plan meets reality. Episode Takeaways Strategy needs execution. Organizations can spend enormous energy creating a three-year strategy, but the hard work is breaking it into clear actions, assigning accountability, and maintaining focus long enough to see results.Don’t confuse transformation with change. Alex argues that “transformation” has become an overused label. A turnaround, digital initiative, or new sales channel may require very different leadership, so clarity about the actual challenge matters.Expect the plan to change. No strategy survives exactly as written. Strong leadership teams learn, adjust, and pivot without abandoning the larger ambition every time something goes sideways.Manage expectations with truth, not optimism. Especially with boards and investors, Alex believes leaders build credibility by being clear about what a strategy will require, how long it will take, and where investment must come before returns.Make the bigger picture visible. Alex keeps teams connected by explaining why the work matters, sharing broader business performance, and connecting with people as humans. People are much more likely to align around a goal when they understand the context, not just their assignment.Alex’s ideas reinforce a central theme of Make HOW Matter: knowing WHAT you want to accomplish and WHY it matters is insufficient without alignment around HOW leaders will deliver together. His final challenge gives us something refreshingly tangible to align around: cleaner streets and cities. It’s a reminder that alignment becomes meaningful when agreement turns into individual action. And, conveniently, picking up the occasional piece of trash requires considerably less effort than most three-year strategic plans. To connect with Alex Pregnolato outside of this episode, connect with him on LinkedIn here. --------------------Dr. Julie Williamson wrote the book on how to Make HOW Matter. After working with hundreds of executives and leadership teams at Fortune 500 and S&P 500 companies, she created the Make HOW Matter Accelerator™ to bring the power of leadership alignment to more leaders at every level. Grounded in both real-world business experience and social science, this virtual, self-paced program helps you turn the principles of Make HOW Matter into practical leadership skills you can use every day. Whether you’re a small business owner, leading a division, or simply looking to increase your influence and drive better results, you’ll learn how to close the gap between agreement and true alignment, and turn priorities into action. Ready to make HOW matter? Explore the Make HOW Matter Accelerator™. Learn more about Julie and Karrikins Group: Connect with Julie on LinkedInFollow Karrikins Group on LinkedIn Check out Julie's book, 'Make HOW Matter: Key Conversations for Leaders to Build Alignment and Accelerate Growth'Learn more about how Karrikins Group helps enterprise teams drive better results

    A Conversation With Alex Pregnolato, Group CFO, Liberty London
  2. Jul 7

    A Conversation With Susan Lintonsmith, President/CEO, Regis Corporation

    Susan Lintonsmith has built a career by saying yes to opportunities that stretched her leadership. From marketing roles at Pizza Hut and Coca-Cola to leading Quiznos as CEO and now serving as President and CEO of Regis Corporation, her journey reflects a commitment to learning, enterprise thinking, and leading through change. Along the way, she has also served on multiple boards, bringing a broad perspective to leadership across industries. One lesson is clear: if you want the next role, start leading like you're already in it. It's easier to ask for the marker when you've already been sketching the future. Episode Takeaways: Think beyond your function. Enterprise leaders stand out by understanding how decisions ripple across the entire business, not just their own department. Silos might keep your inbox organized, but they rarely grow great companies.Alignment requires clarity, not just agreement. Teams move faster when everyone understands the why, their role, and how progress will be measured. Getting in the boat is agreement. Picking up the oar is alignment.Create a culture where respectful challenge is expected. Strong leaders invite pushback, reward curiosity, and make it safe for people to question ideas in the room, not after the meeting in the hallway.Look for the real source of resistance. What appears to be reluctance is often a communication gap or an operational concern. Leaders who stay curious uncover the invisible barriers instead of assuming people simply dislike change.Courage starts with the leader. Alignment grows when leaders model openness, ask thoughtful questions, encourage healthy debate, and build an environment where the best ideas win, regardless of whose idea they were.Susan's perspective reinforces that leadership is less about having every answer and more about creating the conditions for better conversations. Enterprise leaders who make the invisible visible, stay curious, and invite honest dialogue build stronger alignment and achieve results that no single function can deliver alone. The work is not always easy, but as Susan reminds us, progress usually starts with someone willing to pick up the marker. To connect with Susan Lintonsmith outside of this episode, connect with her on LinkedIn here. --------------------Dr. Julie Williamson wrote the book on how to Make HOW Matter. After working with hundreds of executives and leadership teams at Fortune 500 and S&P 500 companies, she created the Make HOW Matter Accelerator™ to bring the power of leadership alignment to more leaders at every level. Grounded in both real-world business experience and social science, this virtual, self-paced program helps you turn the principles of Make HOW Matter into practical leadership skills you can use every day. Whether you’re a small business owner, leading a division, or simply looking to increase your influence and drive better results, you’ll learn how to close the gap between agreement and true alignment, and turn priorities into action. Ready to make HOW matter? Explore the Make HOW Matter Accelerator™. Learn more about Julie and Karrikins Group: Connect with Julie on LinkedInFollow Karrikins Group on LinkedIn Check out Julie's book, 'Make HOW Matter: Key Conversations for Leaders to Build Alignment and Accelerate Growth'Learn more about how Karrikins Group helps enterprise teams drive better results

    A Conversation With Susan Lintonsmith, President/CEO, Regis Corporation
  3. Jun 16

    A Conversation With Kristin Russell, CEO and Board Member, CBTS

    Kristen Russell’s leadership journey is anything but linear. From managing engineers at Sun Microsystems to leading global operations at Oracle, serving as Colorado’s first Secretary of Technology, and now guiding CBTS as CEO, her career has been shaped by two questions: Can I learn? and Can I contribute? That curiosity has helped her lead large-scale transformations across industries and navigate the often-messy space between agreement and alignment. Episode Takeaways Transformation is emotional, not just strategic. Leaders often focus on the intellectual side of strategy while overlooking the emotions people experience during change. As Kristen puts it, “strategy is intellectual, transformation is emotional.” Communication is never one-and-done. Alignment requires ongoing dialogue, listening, and clarification. If you're tired of repeating yourself, your team may just be starting to absorb the message. Focus on advocates, not just skeptics. Early in her career, Kristen spent too much energy trying to convert the loudest detractors. She learned that investing in champions creates momentum that helps bring the broader organization along. Clarity is a leader’s primary job. In the absence of clarity, people fill in the blanks themselves. Transparency about what is working, what is not, and what remains uncertain builds trust and keeps teams moving forward. Work on the team before the strategy. At CBTS, Kristen prioritized leadership team alignment, role clarity, and shared ways of working before tackling ambitious transformation efforts. Sometimes the fastest path forward starts with slowing down long enough to get aligned. One of the most memorable ideas from this conversation is that leaders cannot simply sponsor change for others. They must change how they lead. Alignment is not a presentation, a project plan, or a motivational poster collecting dust in the break room. It is the daily work of creating clarity, building trust, having the hard conversations, and keeping your hands on the wheel as the road changes. To connect with Kristin Russell outside of this episode, connect with her on LinkedIn here.--------------------Dr. Julie Williamson wrote the book on how to Make HOW Matter. After working with hundreds of executives and leadership teams at Fortune 500 and S&P 500 companies, she created the Make HOW Matter Accelerator™ to bring the power of leadership alignment to more leaders at every level. Grounded in both real-world business experience and social science, this virtual, self-paced program helps you turn the principles of Make HOW Matter into practical leadership skills you can use every day. Whether you’re a small business owner, leading a division, or simply looking to increase your influence and drive better results, you’ll learn how to close the gap between agreement and true alignment, and turn priorities into action. Ready to make HOW matter? Explore the Make HOW Matter Accelerator™. Learn more about Julie and Karrikins Group: Connect with Julie on LinkedInFollow Karrikins Group on LinkedIn Check out Julie's book, 'Make HOW Matter: Key Conversations for Leaders to Build Alignment and Accelerate Growth'Learn more about how Karrikins Group helps enterprise teams drive better results

    A Conversation With Kristin Russell, CEO and Board Member, CBTS
  4. Jun 2

    A Conversation With Sergio Rodriguez, President and CEO, The Hector and Gloria Lopez Foundation

    Sergio Rodriguez’s leadership journey is a reminder that careers rarely follow a straight line. Starting as an architect, moving into technology consulting, and eventually becoming President and CEO of The Hector and Gloria Lopez Foundation, Sergio’s path reflects the power of staying open to opportunity. Today, he leads a foundation dedicated to helping first-generation Texas students earn bachelor’s degrees through scholarships and comprehensive support that extends far beyond tuition. Throughout the conversation, Sergio shares how helping his aunt and uncle plan their philanthropic legacy became an unexpected calling. What began as estate planning evolved into building a foundation that has already awarded tens of millions of dollars in support to first-generation students. Along the way, he learned that leadership is often less about moving fast and more about bringing others along with clarity, trust, and connection. Episode Takeaways  Leadership journeys rarely follow a linear path. Being open to unexpected opportunities can create impact far beyond your original career plans Boards move at the speed of trust. Consistent communication, transparency, and personal connection help transform agreement into meaningful alignment First-generation students often face barriers beyond tuition, including transportation, childcare, financial emergencies, and navigating university systems Small obstacles can have outsized consequences. Sometimes an $80 parking ticket or a flat tire creates a bigger barrier than a difficult exam Building alignment requires leaders to meet people where they are, whether that is a board member attending quarterly meetings or a student navigating college for the first timeOne of the most compelling themes in this conversation is the idea that alignment grows through connection. Sergio’s approach with both board members and students reflects a simple but powerful principle: people are far more likely to commit when they understand the purpose, feel informed, and see the impact firsthand. As organizations tackle growth, change, or transformation, leaders would be wise to remember that spreadsheets rarely inspire people, but stories and relationships often do. Sometimes the shortest path to results starts with a conversation rather than another meeting about the meeting. To learn more about the amazing work of The Hector and Gloria Lopez Foundation, click here. Or connect with Sergio on LinkedIn here.-------------------------Dr. Julie Williamson wrote the book on how to Make HOW Matter. After working with hundreds of executives and leadership teams at Fortune 500 and S&P 500 companies, she created the Make HOW Matter Accelerator™ to bring the power of leadership alignment to more leaders at every level. Grounded in both real-world business experience and social science, this virtual, self-paced program helps you turn the principles of Make HOW Matter into practical leadership skills you can use every day. Whether you’re a small business owner, leading a division, or simply looking to increase your influence and drive better results, you’ll learn how to close the gap between agreement and true alignment, and turn priorities into action. Ready to make HOW matter? Explore the Make HOW Matter Accelerator™. Learn more about Julie and Karrikins Group: Connect with Julie on LinkedInFollow Karrikins Group on LinkedIn Check out Julie's book, 'Make HOW Matter: Key Conversations for Leaders to Build Alignment and Accelerate Growth'Learn more about how Karrikins Group helps enterprise teams drive better results

    A Conversation With Sergio Rodriguez, President and CEO, The Hector and Gloria Lopez Foundation
  5. May 19

    A Conversation With Richard Kopelman, CEO of Aprio

    Richard Kopelman, CEO of Aprio Advisory Group, has spent more than three decades with the firm, evolving from a generalist learning the craft to leading a rapidly scaling, global organization. Along the way, he built and grew practices, leaned into specialization, and then expanded back out into enterprise leadership. He describes becoming CEO as “starting over as a freshman,” a mindset that seems to have served him well through 50+ mergers and significant growth. His leadership journey reflects a pattern of exploration, reinvention, and a willingness to take calculated swings… even if not every one is a home run. Episode Takeaways A growth mindset is a deliberate leadership choice. Aprio’s shift away from “why not” thinking toward abundance unlocked expansion, including bold moves like acquiring a law firmIf everything is working, you are probably not taking enough risks. Richard’s “bat .500” philosophy reinforces that smart experimentation beats perfectionLeaders must let go of technical identity to lead the business, but still dive deep when needed. It is less about abandoning expertise and more about using it strategicallyAlignment requires repetition. If you are tired of talking about the strategy, your team is just starting to hear itTrust is the backbone of execution. Healthy debate in the room is critical, but once a decision is made, alignment means no back-channeling and full commitmentRichard’s perspective reinforces a familiar but often ignored truth. Agreement is easy, especially in rooms full of smart people. Alignment is harder and requires trust, repetition, and the discipline to move forward together even when opinions differ. His emphasis on blameless problem solving and “locked arms” execution is a practical reminder that leaders do not need perfect consensus; they need shared commitment. The real opportunity for any leadership team is to ask where they are still debating after the meeting instead of delivering after it. Connect with Richard Kopelman outside of this episode on LinkedIn here or through Aprio here.-------------------------Dr. Julie Williamson wrote the book on how to Make HOW Matter. After working with hundreds of executives and leadership teams at Fortune 500 and S&P 500 companies, she created the Make HOW Matter Accelerator™ to bring the power of leadership alignment to more leaders at every level. Grounded in both real-world business experience and social science, this virtual, self-paced program helps you turn the principles of Make HOW Matter into practical leadership skills you can use every day. Whether you’re a small business owner, leading a division, or simply looking to increase your influence and drive better results, you’ll learn how to close the gap between agreement and true alignment, and turn priorities into action. Ready to make HOW matter? Explore the Make HOW Matter Accelerator™. Learn more about Julie and Karrikins Group: Connect with Julie on LinkedInFollow Karrikins Group on LinkedIn Check out Julie's book, 'Make HOW Matter: Key Conversations for Leaders to Build Alignment and Accelerate Growth'Learn more about how Karrikins Group helps enterprise teams drive better results

    A Conversation With Richard Kopelman, CEO of Aprio
  6. May 6

    A Conversation With Kristi Cappelletti-Matthews, Chief Human Resources Officer, VSP Vision

    Kristi Cappelletti-Matthews is the Chief Human Resources Officer at VSP Vision, bringing more than three decades of HR leadership across healthcare and high tech. Her journey to CHRO started with a chance gym conversation that turned into a career-defining opportunity. Beginning as a compensation specialist, she expanded her scope by consistently connecting her expertise to broader business outcomes, eventually stepping into enterprise leadership where alignment across functions became essential. Episode Takeaways: Alignment requires more than agreement. Leaders must actively connect decisions to enterprise impact and involve stakeholders early to avoid siloed thinkingCulture doesn’t scale by accident. VSP intentionally evolved its culture during COVID to ensure connection and inclusion across a distributed workforceIntegration starts with culture. Bringing acquired companies into the “family” works best when values are clear but flexibility is preserved. Enterprise mindset is a learned shift. Leaders moving from smaller organizations must adapt from owning decisions to sharing them, which takes clarity and ongoing dialogueGood meetings drive alignment. Clear outcomes, purposeful conversation, and real dialogue beat calendar overload every timeKristi’s perspective reinforces a core truth: alignment is less about grand declarations and more about consistent, sometimes uncomfortable conversations that connect people to the bigger picture. Whether integrating systems, evolving culture, or simply trying to stick to a workout plan, success comes down to commitment, realistic expectations, and a willingness to adjust along the way. Or, as she subtly reminds us, “good enough” often beats endlessly perfect and never delivered. Connect with Kristi outside of this episode on LinkedIn here or through VSP Vision here.-------------------------Dr. Julie Williamson wrote the book on how to Make HOW Matter. After working with hundreds of executives and leadership teams at Fortune 500 and S&P 500 companies, she created the Make HOW Matter Accelerator™ to bring the power of leadership alignment to more leaders at every level. Grounded in both real-world business experience and social science, this virtual, self-paced program helps you turn the principles of Make HOW Matter into practical leadership skills you can use every day. Whether you’re a small business owner, leading a division, or simply looking to increase your influence and drive better results, you’ll learn how to close the gap between agreement and true alignment, and turn priorities into action. Ready to make HOW matter? Explore the Make HOW Matter Accelerator™. Learn more about Julie and Karrikins Group: Connect with Julie on LinkedInFollow Karrikins Group on LinkedIn Check out Julie's book, 'Make HOW Matter: Key Conversations for Leaders to Build Alignment and Accelerate Growth'Learn more about how Karrikins Group helps enterprise teams drive better results

    A Conversation With Kristi Cappelletti-Matthews, Chief Human Resources Officer, VSP Vision
  7. Apr 14

    A Conversation With Kendall Colman, Founder/CEO, Colman Coaching

    Kendall Colman’s leadership journey starts with a coach who saw her potential before she did. Early struggles with self-doubt and feeling out of place shifted when a field hockey coach challenged her to get out of her own way. That moment sparked a lifelong focus on unlocking potential in others. Over the past 25 years, she’s built Colman Coaching, helping senior leaders elevate their presence, communication, and impact, especially when the stakes are high and the spotlight is unavoidable.  Episode Takeaways:  Pride is a quiet blocker. Leaders often agree they need to improve but hesitate to seek coaching, slowing growth right at the starting line Courage is a daily practice, not a grand gesture. Small moments like speaking up, asking for help, or trying something new build real leadership muscle Limiting beliefs quietly fuel the failure gap. Until leaders surface and rewrite them, progress stalls despite good intentions.  Great leadership shifts from correction mode to teaching mode. Alignment improves when leaders focus on purpose, process, and people, not just fixing outputs Servant leadership without strong communication falls flat. Intent matters, but impact depends on how clearly and confidently leaders show upKendall’s perspective brings a sharp reminder that many leadership gaps aren’t about capability, they’re about alignment. Leaders know they should communicate better, lead with intention, and invest in growth. The breakdown happens in the follow-through. What stands out is how closely courage, coaching, and communication tie to alignment. Without courage, leaders avoid hard conversations. Without coaching, blind spots stay hidden. Without strong communication, even the best intentions get lost in translation. It’s a perfect recipe for staying stuck in agreement instead of moving to action. There’s also a subtle but important shift from “how do I perform?” to “how do I serve?” When leaders make that move, presence becomes less about ego and more about impact, which tends to be where the real results live anyway. If there’s one thing to align on from this conversation, it’s this: growth requires visible effort. You can’t outsource it, and you can’t think your way into it. At some point, you have to step forward, take the swing, and yes, probably realize it wasn’t a half swing after all. Connect with Kendall Colman outside of this episode on LinkedIn here or through Colman Coaching here.-------------------------Dr. Julie Williamson wrote the book on how to Make HOW Matter. After working with hundreds of executives and leadership teams at Fortune 500 and S&P 500 companies, she created the Make HOW Matter Accelerator™ to bring the power of leadership alignment to more leaders at every level. Grounded in both real-world business experience and social science, this virtual, self-paced program helps you turn the principles of Make HOW Matter into practical leadership skills you can use every day. Whether you’re a small business owner, leading a division, or simply looking to increase your influence and drive better results, you’ll learn how to close the gap between agreement and true alignment, and turn priorities into action. Ready to make HOW matter? Explore the Make HOW Matter Accelerator™. Learn more about Julie and Karrikins Group: Connect with Julie on LinkedInFollow Karrikins Group on LinkedIn Check out Julie's book, 'Make HOW Matter: Key Conversations for Leaders to Build Alignment and Accelerate Growth'Learn more about how Karrikins Group helps enterprise teams drive better results

    A Conversation With Kendall Colman, Founder/CEO, Colman Coaching
  8. Mar 10

    A Conversation With Josh Miramant, Founder/CEO, Blue Orange Digital

    Josh Miramant, founder and CEO of Blue Orange Digital, brings a leadership story that proves careers are rarely built in straight lines. He started on a path toward politics and law, then took a sharp turn into startups, scaling, and eventually data and AI consulting. Along the way, he learned what many leaders eventually discover: growth usually looks less like a master plan and more like a series of thoughtful leaps with just enough ignorance to keep moving. Apparently, that is not recklessness, it is entrepreneurship with better branding. Episode Takeaways: Leadership rarely follows a clean path. Curiosity, calculated risk, and a willingness to say yes can create the experiences that shape real leadership growth.Founders and executives are constantly navigating paradoxes. Delegate, but stay close. Take the leap, but be strategic. Both sides can be true, which is why alignment matters more than easy answers.AI adoption starts with individual ownership. Leaders do not need to code, but they do need enough hands-on experience to make grounded decisions instead of approving budgets for things that still feel like science fiction.Low-stakes experimentation is the best way to build confidence. Play with AI on language-based work like reports, posts, and storytelling before the high-stakes decisions arrive wearing a suit and carrying a budget.Josh’s CARD framework offers a practical lens for organizational AI adoption: clarity, ambition, relationships, and distribution. In other words, the tech matters, but the human system around it matters just as much.What stands out most in Josh’s ideas is the reminder that progress comes through iteration, not perfection. Whether you are building a company, adopting AI, or trying to make better decisions with a team, alignment grows when people make the invisible visible and practice their way forward. The real opportunity is not just agreeing that change is important. It is learning how to move together when the path is still emerging. That is where better stories, better decisions, and better results start to stack up. Connect with Josh Miramant outside of this episode on LinkedIn here.-------------------------Dr. Julie Williamson wrote the book on how to Make HOW Matter. After working with hundreds of executives and leadership teams at Fortune 500 and S&P 500 companies, she created the Make HOW Matter Accelerator™ to bring the power of leadership alignment to more leaders at every level. Grounded in both real-world business experience and social science, this virtual, self-paced program helps you turn the principles of Make HOW Matter into practical leadership skills you can use every day. Whether you’re a small business owner, leading a division, or simply looking to increase your influence and drive better results, you’ll learn how to close the gap between agreement and true alignment, and turn priorities into action. Ready to make HOW matter? Explore the Make HOW Matter Accelerator™. Learn more about Julie and Karrikins Group: Connect with Julie on LinkedInFollow Karrikins Group on LinkedIn Check out Julie's book, 'Make HOW Matter: Key Conversations for Leaders to Build Alignment and Accelerate Growth'Learn more about how Karrikins Group helps enterprise teams drive better results

    A Conversation With Josh Miramant, Founder/CEO, Blue Orange Digital

Ratings & Reviews

5
out of 5
3 Ratings

About

The Failure Gap podcast is hosted by Julie Williamson, Ph.D., the CEO and a Managing Partner at Karrikins Group, a Denver-based, global-serving business consultancy. Julie delves into the critical space between agreement and alignment - where even the best ideas falter without decisive action. Through candid conversations with a diverse mix of leaders, this podcast explores both the successes and failures that shape the journey of leadership. Featuring visionary leaders from companies of all sizes, from billion-dollar giants to mid-market innovators, to scrappy start-ups, The Failure Gap uncovers the real-life challenges of transforming ideas into impactful outcomes. Tune in to learn how top leaders bridge the gap and drive meaningful progress in their organizations.