The Leadership Habit
Welcome to the Leadership Habit podcast from the Crestcom Leadership Institute, the show that brings you inspiration and information to help you transform your leadership style. We use our experience developing leaders in over 60 countries worldwide to help you develop the skills and tools you need to reach your leadership potential, join us in our mission to create a better world by developing stronger, more ethical leaders. How can you make leadership a habit today?
Leading Through Change with Rebecca Reynolds
Change is unavoidable in today’s workplace. But confusion, resistance, and stalled initiatives don’t have to be. In this episode of The Leadership Habit, Jenn DeWall sits down with change strategist Rebecca Reynolds to explore why most transformations struggle—and how leaders can guide their teams through change with clarity, confidence, and lasting impact.
Meet Rebecca Reynolds, CEO & Strategist
Rebecca Reynolds is the founder and CEO of RRC and a trusted advisor to leaders navigating complex organizational change. With more than 30 years of experience across corporate, nonprofit, and public sector organizations, she helps...
Minisode: Empowerment, Engagement, and Better Decisions at Work
Employee engagement is at its lowest point in more than a decade. Many organizations are filled with talented, capable people who want to contribute, yet hesitate to take action. The missing link is often not skill or motivation. It is empowerment.
In a recent minisode of The Leadership Habit, host Jenn DeWall delivers a focused masterclass on how empowerment drives better decisions, stronger ownership, and sustainable performance.
This episode explores why empowered leaders and teams consistently outperform those operating in environments of hesitation and dependency.
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Why Empowerment M...
How to Escape the Delegation Trap with Atiba de Souza
Escape the Delegation Trap and Empower Your Team
Many leaders believe delegation is simply about assigning tasks. In reality, poor delegation is one of the biggest drivers of burnout, bottlenecks, and disengaged teams.
In the latest episode of The Leadership Habit, host Jenn DeWall sits down with CEO strategist and productivity expert Atiba de Souza, author of The Delegation Trap. Together, they unpack why most leaders feel stuck answering the same questions, doing too much themselves, and struggling to build true bench strength on their teams.
This conversation goes...
Crestcom Spotlight: How Leadership Has Evolved Over 20 Years With Heather Rosenfeld
Leadership does not stand still. It changes as people change, as work changes, and as expectations evolve. In this special spotlight episode of The Leadership Habit, host Jenn DeWall speaks with Heather Rosenfeld, a Crestcom franchise owner celebrating 20 years of leadership development experience.
Heather’s perspective is grounded in real-world application. Over two decades, she has worked with leaders across industries, generations, and shifting workplace norms. Her insights reveal not only how leadership has changed, but also what leaders must do to remain effective today.
Meet Heather Rosenfeld
Heather Ro...
How to Slow Down and Lead Better with Jordan Peace
As a new year begins, many leaders feel pressure to move faster, set bigger goals, and accomplish more. Calendars fill quickly. Expectations rise. The pace rarely slows.
But what if becoming a better leader starts with doing the opposite?
In the latest episode of The Leadership Habit, host Jenn DeWall is joined by entrepreneur and CEO Jordan Peace to explore how stillness can improve leadership clarity, decision-making, and connection. Their conversation challenges the belief that constant motion leads to better results and offers leaders a practical habit that supports...
Best of 2025: Building Trust in Leadership with Andrea Wanerstrand
As we close out a strong year for The Leadership Habit Podcast, we are revisiting three standout conversations that resonated most with listeners. These episodes sparked reflection, challenged assumptions, and gave leaders practical ideas they could use right away. This final post in our Best of 2025 series features a topic that matters in every workplace: trust.
In this episode, host Jenn DeWall sits down with executive coach and culture strategist Andrea Wanerstrand to explore what it really takes to build trust in leadership. Their focus is refreshingly practical. Trust is not built through big speeches...
Best of 2025: Emotional Intelligence Still Matters in the Age of AI with Caroline Stokes
Best of 2025: Emotional Intelligence Still Matters in the Age of AI with Caroline Stokes
As we close out a strong year for The Leadership Habit Podcast, we are revisiting three of the most impactful conversations from 2025. These episodes challenged conventional thinking, encouraged deeper reflection, and offered leaders practical insight for navigating change. Our Best of 2025 series brings these standout conversations back as we look ahead to new voices and ideas in 2026.
The second episode in this series features leadership strategist and author Caroline Stokes. In Emotional Intelligence Still Matters in...
Best of 2025: How to Make a Purpose Pivot with Melissa Gonzalez
Make a Purpose Pivot in the New Year
As we wrap up another incredible year on The Leadership Habit Podcast, we are revisiting three of our most impactful conversations from 2025. These episodes sparked reflection, inspired change, and created real momentum for leaders across industries. To celebrate the year, we are launching a short series called Best of 2025.
Our first featured episode returns to a listener favorite: How to Make a Purpose Pivot: Finding Balance and Fulfillment with Melissa Gonzalez. In this conversation, Melissa shares how leaders can step back, realign their...
How to Navigate Conflict and Set Boundaries at Work with Dr. Jen Fry
Conflict is part of being human, but many leaders still struggle to approach difficult conversations in a healthy, productive way. Whether it shows up as tension on a team, discomfort around identity-based issues, or uncertainty about when to speak up, many professionals have never been given the tools to navigate conflict with confidence.
In this episode of The Leadership Habit Podcast, host Jenn DeWall speaks with Dr. Jen Fry, a social justice educator, speaker, and researcher who helps individuals and organizations understand how identity, communication, and power dynamics shape the way we engage with one...
How to Drive Results as a Leadership Coach with Will Linssen
The latest episode of The Leadership Habit Podcast welcomes globally recognized leadership coach Will Linssen to discuss how leaders can drive measurable results through better coaching. Hosted by Jenn DeWall, this conversation explores what separates good leaders from great ones and why sustainable leadership growth depends on one crucial shift: moving from know-how to show-how.
Leadership coaching has become one of the most effective ways to enhance results and strengthen teams, especially when paired with comprehensive leadership development programs.
Meet Will Linssen, Executive Coach and Author
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How to Prepare for High Stakes Conversations with Dia Bondi
Every leader faces those moments that can make or break an opportunity. It may be asking for a raise, pitching a big idea, or addressing a room full of decision-makers. These high-stakes conversations require the ability to communicate with confidence!
In this episode of The Leadership Habit Podcast, host Jenn DeWall sits down with Dia Bondi, a communications catalyst and author of Ask Like an Auctioneer: How to Ask for More and Get It. Together, they explore what it takes to prepare for those defining conversations where trust, influence, and outcomes...
How to Make a Purpose Pivot: Finding Balance and Fulfillment with Melissa Gonzalez
In this episode of The Leadership Habit Podcast, host Jenn DeWall talks with Melissa Gonzalez, retail strategist, experiential designer, and author of The Purpose Pivot. Together, they explore how professionals and leaders can reconnect with what truly drives them—realigning their work, energy, and values to create a more fulfilling life.
Gonzalez’s insights go beyond traditional career advice. She challenges the belief that constant busyness equals success and offers a practical roadmap for creating balance, purpose, and sustainable growth. Whether you’re leading a team or navigating your own next chapter, this conversation invites reflec...
How to Lead People Who Are Not Like You with Stephanie Chung
On the latest episode of The Leadership Habit Podcast, Jenn DeWall sat down with aviation executive, trailblazer, and author Stephanie Chung to discuss one of the biggest challenges leaders face today: how to lead people who are not like them.
Stephanie is the author of the new book Ally Leadership: How to Lead People Who Are Not Like You, which provides a practical framework for leaders who want to get the best results from diverse teams. In this episode, she shares her philosophy of Ally Leadership and explains why learning how to lead people across...
Emotional Intelligence Still Matters in the Age of AI with Caroline Stokes
What will it take to lead in the year 2030?
In this episode of The Leadership Habit Podcast, Crestcom’s Jenn DeWall speaks with leadership strategist and author Caroline Stokes about the critical mindset shifts leaders must make to stay relevant in a world defined by artificial intelligence, climate disruption, and societal transformation.
From emotional intelligence to radical listening and future-ready leadership systems, this conversation challenges old paradigms and offers a practical path forward. Caroline invites leaders to step into the uncertainty—not with fear, but with curiosity, courage, and the willingness to r...
Leading the Multigenerational Workplace with Karen McCullough
It’s Not Personal — It’s Generational!
Managing a multigenerational workforce is one of the biggest challenges facing leaders today. With five generations working side by side, the workplace is more diverse than ever. From Traditionalists to Gen Z, there are significant differences in terms of values, communication preferences, and expectations.
In this episode, host Jenn DeWall interviews generational expert and keynote speaker Karen McCullough to explore how leaders can build stronger, more connected teams across generations. If you’re looking for insights on leading Gen Z employees, adapting leadership styles, and buil...
Pitch, Sketch, Launch Your Team's Creativity with John Krewson and Rob Kutner
Leaders know that keeping a team innovative is easier said than done. The pressure to deliver results, stick to timelines, and avoid mistakes can stifle the very creativity that sparks breakthrough ideas. But what if leaders could borrow a proven process from one of the most successful creative teams in entertainment history?
In a recent episode of The Leadership Habit Podcast, Rob Kutner and John Krewson shared how the Saturday Night Live (SNL) approach to creating sketches can inspire leaders to spark creativity, embrace iteration, and launch winning ideas.
Meet John Krewson and Rob...
How to Overcome Burnout by Aligning With What Matters Most with Michelle Niemeyer
Burnout is more than just feeling tired. It is a signal that something deeper needs to change. In this episode of The Leadership Habit Podcast, Crestcom’s Jenn DeWall sits down with keynote speaker, coach, and former attorney Michelle Niemeyer to explore how leaders can prevent workplace burnout by reconnecting with purpose and prioritizing what lights them up.
Michelle spent over three decades in a legal career before hitting a wall. After healing from chronic stress and an autoimmune diagnosis, she now helps professionals and organizations boost resilience and thrive without sacrificing well-being through her fr...
Why Employee Ownership Matters More Than Ever with John Abrams
What happens to a business when its founder is ready to step away? Too often, legacy companies are absorbed, shuttered, or changed beyond recognition. But what if there were a better way—one that preserves the company’s culture, protects jobs, and gives employees a meaningful stake in its future?
In this episode of The Leadership Habit podcast, host Jenn DeWall sits down with John Abrams, co-founder of South Mountain Company and author of From Founder to Future, to explore the growing movement of employee-owned businesses. Whether you’re a business owner planning for su...
How to Build Customer Loyalty That Lasts with Lisa Ford
How can companies improve customer experience in a world where expectations are constantly evolving? In this episode of The Leadership Habit podcast, host Jenn DeWall sits down with internationally recognized customer service expert Lisa Ford to explore how leaders can create a culture that drives customer loyalty, boosts satisfaction, and strengthens relationships with both new and existing customers.
Lisa shares simple ways organizations can provide great customer service. This can be done online, in person, and on social media. Every interaction should add value and encourage customers to return.
Meet Lisa Ford, Customer...
Why Good Humans Become Bad Bosses with Jamie Woolf
What causes a well-intentioned, capable leader to become the kind of boss that leaves employees feeling disengaged or demoralized? That’s the central question of this episode of The Leadership Habit podcast. Host Jenn DeWall sits down with Jamie Woolf—CEO of Creativity Partners and former Director of Culture at Pixar Animation Studios—to explore the concept of power blindness and the common derailers that turn good humans into bad bosses.
Whether you’re in a leadership role or aspiring to be, this episode offers an honest and compassionate look at how power, pressure, and blind sp...
Feminine Intelligence in Leadership With Elina Teboul
In this episode of The Leadership Habit podcast, host Jenn DeWall sits down with executive coach, speaker, and author Elina Teboul. Together, they explore a thought-provoking and timely topic: how embracing feminine intelligence can transform how we lead. They unpack the concept of balancing both masculine and feminine energies in leadership and discuss how embracing our whole selves—logic and intuition, action and stillness—can unlock higher performance, empathy, and purpose.Â
Whether you’re a CEO or an aspiring manager, this conversation will challenge your assumptions and offer a powerful framework to lead with greater authent...
Building Trust in Leadership with Andrea Wanerstrand
In today’s rapidly changing workplace, leaders are being challenged like never before to create a sense of stability and connection. But what’s the secret to building trust in leadership? In a powerful episode of The Leadership Habit podcast, host Jenn DeWall sits down with executive coach and culture strategist Andrea Wanerstrand to explore the vital role that consistency plays in trust and team performance.
Meet Andrea Wanerstrand
Andrea Wanerstrand is the founder and CEO of A3 Culture Lab and the creator of the Mindset Maven Method. With over 25 years of e...
Leading Through Change and Uncertainty with Faisal Hoque
In a time of disruption, transformation, and unpredictability, many leaders are wondering how to stay grounded while guiding their teams forward. In this episode of The Leadership Habit Podcast, host Jenn DeWall sits down with renowned entrepreneur, author, and futurist Faisal Hoque to discuss what it truly takes to lead through change and uncertainty and why now is the time to embrace opportunity rather than fear.
Meet Faisal Hoque
Faisal Hoque is a globally recognized thought leader, best-selling author, and entrepreneur who has spent decades at the intersection of technology, business...
How to Attract the Right Talent with Walt Brown
Attracting great talent and keeping them engaged are two of the biggest challenges facing leaders today. It’s no longer just about posting a job and hoping for the best—it’s about clarity, culture, and connection.Â
In this episode of The Leadership Habit Podcast, host Jenn DeWall sits down with author, coach, and culture expert Walt Brown to explore how leaders can create organizations that naturally attract the right people—and, just as importantly, repel the wrong ones.
Meet Walt Brown
Walt Brown is a leadership coach, strategic advisor, and the author...
How to Make Decisions in Uncertain Times with Scott Marshall
Uncertain times are a certainty in leadership. Whether it’s economic volatility, organizational shifts, or global instability, leaders consistently encounter a high degree of uncertainty. Today, business leaders must navigate unpredictable complexities while maintaining confidence and clarity.Â
In this timely episode of The Leadership Habit Podcast, host Jenn DeWall welcomed CEO Scott Marshall. Tune in to learn all about how leaders can make good decisions, even when things are uncertain.
Meet Scott Marshall
Scott Marshall hosts the As Unexpected Podcast and is President and CEO of the Institute for Shipboard Education. This 61-year-old non...
Move Beyond Busyness with Peggy Sullivan
How to Achieve More by Doing Less
In today’s fast-paced world, busyness has become a status symbol. But does being busy actually lead to success? Or are we stuck in a cycle of time poverty that leaves us exhausted and unfulfilled? In this episode of The Leadership Habit podcast, host Jenn DeWall sits down with corporate performance expert, author, and keynote speaker Peggy Sullivan to discuss how we can reclaim our time and achieve more by doing less.
Meet Peggy Sullivan, Performance Optimization Management Expert
Peggy Sullivan is an...
Transforming Culture with Science with Nilanjana Dasgupta
The Hidden Forces Shaping Organizational Culture
In the latest episode of The Leadership Habit podcast, host Jenn DeWall sits down with Nilanjana Dasgupta. Dasgupta is a Provost Professor of Psychology and founding director of the Institute of Diversity Sciences at the University of Massachusetts Amherst.Â
She is a leading researcher in implicit bias and diversity science, and she joins us to share insights from her new book, Change the Wallpaper: Transforming Cultural Patterns to Build More Than Just Communities. This episode explores the subtle yet powerful forces that shape organizational culture—wha...
How Developmental Life Stages Impact Success with Julie Castro Abrams
On this episode of The Leadership Habit Podcast, host Jenn DeWall sits down with Julie Castro Abrams to explore how developmental life stages impact career success. Our needs and priorities shift throughout life, and understanding these transitions can help us make better decisions, set realistic expectations, and align our goals with our values. Whether you’re in your 20s, just starting your career, or navigating midlife career changes, this episode is full of insights to help you embrace where you are and prepare for what’s ahead.
Meet Julie Castro Abrams, CEO of How...
The Future of Work is Human Connection with Brent Kedzierski
In this episode of The Leadership Habit Podcast, host Jenn DeWall sits down with Brent Kedzierski to explore the future of work and the increasing importance of human-centric connectivity in today’s workplace. As organizations navigate rapid technological advancements, evolving workforce expectations, and global shifts, leaders must rethink how they design and implement workplace solutions. Brent shares invaluable insights on how businesses can prioritize the human experience, foster meaningful connections, and prepare for the challenges ahead.
Meet Brent Kedzierski
Brent Kedzierski is a globally recognized thought leader and keynote speaker dedicated to improving th...
Unlocking the Art of Self-Leadership with Heather R. Younger
In the latest episode of The Leadership Habit podcast, host Jenn DeWall welcomes Heather R. Younger back for an inspiring conversation about self-leadership. Heather has been a guest on the podcast before, sharing her insights on Developing Resilience, The Art of Listening, and The Art of Caring Leadership.
In this episode, Jenn and Heather explore how people can take charge of their growth. Heather shares the art of self-leadership and how to overcome self-doubt to reach your full potential. If you’re looking for ways to become one’s best self and...
How to Win Over Cynical Employees with Hywel Berry
Change is inevitable, but leading through it isn’t always easy. In the latest episode of The Leadership Habit Podcast, Hywel Berry, CEO and founder of Alicorn Learning, joined host Jenn DeWall to discuss how leaders can effectively manage resistance to change and lead through cynicism without losing their sanity!
Meet Hywel Berry, CEO and Founder of Alicorn Learning
Hywel Berry is the CEO and founder of Alicorn Learning, which supports leaders and their teams in being as successful at work as possible. Hywel has delivered over 300 keynotes to more than 50,000 pe...
How to Create More Meaningful Relationships with Topaz Adizes
On this episode of The Leadership Habit Podcast, host Jenn DeWall sat down with Emmy-award-winning writer, director, and experience design architect Topaz Adizes to discuss cultivating deeper human connection—both in and out of the workplace. Their engaging conversation explored the importance of honest conversations, shared humanity, and the questions leaders can ask to create more meaningful relationships at work and in life.
Meet Topaz Adizes, Emmy Award Winning Writer & Director and Founder of The Skin Deep
Topaz Adizes is a renowned creator and the founder of The Skin Deep...
The Art of Presence in a Reactive World with Anders Indset
In the latest episode of The Leadership Habit podcast, host Jenn DeWall talks with Anders Indset, a renowned philosopher, author, and deep tech investor, to explore the art of presence in a reactive world. Hailed as one of the top thinkers in technology and leadership, Anders shares his profound insights on staying grounded, fostering self-awareness, and navigating the challenges of modern leadership.Â
With a career spanning two decades, Anders has worked with multinational companies and guided international CEOs, making him a trusted voice on the intersection of humanity, technology, and leadership. This episode is a m...
Hit the Reset Button on Belonging at Work with Dr. Beth Kaplan
Belonging isn’t just a buzzword—it’s the foundation of a thriving workplace. In the latest episode of The Leadership Habit Podcast, Jenn DeWall sat down with Dr. Beth Kaplan, researcher, storyteller, and author of the upcoming book Braving the Workplace: Belonging at the Breaking Point. Together, they explore what belonging means, why it matters, and how leaders can reset their approach to cultivating it in their organizations.
Meet Dr. Beth Kaplan
Dr. Beth Kaplan is a researcher and storyteller passionate about the power of belonging in the...
How Leaders Can Win at Work and Home with Randy Gravitt
In the latest episode of The Leadership Habit Podcast, host Jenn DeWall sits down with Randy Gravitt—author, executive coach, and co-founder of Lead Every Day—to explore how leaders can prioritize winning at home.Â
Too often, the personal sacrifices leaders make to achieve professional success lead to damaged relationships and lost fulfillment outside of work. Gravitt’s message is simple yet profound: Winning at work shouldn’t mean losing at home.
Meet Randy Gravitt, Co-Founder of Lead Every Day
Randy Gravitt is an author, a speaker, and an executive...
How Productive Failure Can Transform Learning with Manu Kapur
Failure isn’t the end—it’s a beginning. That’s the core message from the latest episode of The Leadership Habit podcast. Jenn DeWall talks to Dr. Manu Kapur, a leading researcher on the science of learning and the author of Productive Failure: Unlocking Deeper Learning Through the Science of Failing. In this episode, Dr. Kapur shares how intentionally designing for failure can enhance leadership growth and unlock deeper learning.
Meet Professor Manu Kapur, Human Learning Expert
Prof. Manu Kapur is a world-renowned expert on learning and currently heads th...
A Modern Leader’s Guide to Sales Success with Gui Costin
In this episode of The Leadership Habit podcast, host Jenn DeWall talks to Gui Costin, CEO and founder of Dakota, sharing practical advice on building a winning sales strategy and creating a strong workplace culture. This episode is full of tips that any leader, sales professional, or sales rep can use to improve their approach and team culture.
Meet Gui Costin, CEO & Author
With over 35 years of experience in sales and leadership, Gui Costin has developed unique practices that have helped Dakota raise over $40 billion for its clients. But Gui’s story goes be...
Achieving Healthy High Performance with Deekron Krikorian
In the latest episode of The Leadership Habit Podcast, Crestcom host Jenn DeWall welcomes executive coach and bestselling author Deekron Krikorian. Known for his transformative approach, Deekron dives into one of today’s most sought-after leadership topics: maintaining motivation in high-stress environments. Deekron has helped over 200 high-achievers master motivation and health as they pursue their dreams and elevate their careers.
Meet Deekron Krikorian, High Performance Coach
Deekron is an executive coach who merges high performance with total well-being. He helps driven professionals and entrepreneurs master their minds, bodies, and lives. Drawing on...
Nurturing Innovation for Long-Term Success with Robyn Bolton
In a recent episode of The Leadership Habit Podcast, host Jenn DeWall had a fascinating conversation with Robyn Bolton, founder of Mile Zero, a consultancy that helps companies drive innovation. In this episode, Robyn shared her insights on how success, while beneficial in the short term, can sometimes stand in the way of innovation within organizations. In this episode, Robyn and Jenn explore how even the best-intentioned leaders can inadvertently kill innovation without realizing it.
Meet Robyn Bolton, Corporate Innovation Expert
Robyn Bolton is the Founder and Chief Navigator...
How to Operationalize Excellence with Derrick Mains
In the latest episode of The Leadership Habit podcast, host Jenn DeWall sits down with Derrick Mains, CEO of The Process Fixer and Process Triage, to discuss how leaders can operationalize excellence within their organizations. This engaging conversation dives deep into the processes that can transform business efficiency and offers actionable insights into building resilient teams that thrive in today’s dynamic work environments.
Meet The Process Fixer, Derrick Mains
Derrick Mains is the CEO of the Process Fixer and Process Triage. He’s an Emmy award-winning content creator, four...
