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The Leadership Habit
The Leadership Habit
Author: Crestcom International
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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?
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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 beyond delegation theory. Atiba shares hard-earned lessons from more than 30 years in business and coaching, along with a practical framework leaders can use immediately to help their teams think more clearly, take ownership, and perform at a higher level.
Meet Atiba de Souza, Author and Entrepreneur
Atiba de Souza is known as a secret weapon for organizations with underperforming teams. As a CEO, strategist, and team productivity expert, he helps leaders remove delegation bottlenecks and transform how work gets done.
With more than three decades of business experience and over 15 years as a championship football coach, Atiba brings a rare blend of real-world leadership, team development, and performance discipline. His work focuses on practical frameworks that improve productivity by teaching leaders to empower others rather than becoming bottlenecks themselves.
Why Delegation Breaks Down
Many leaders start with good intentions. They train their teams. They explain expectations. They provide resources.
Yet over time, the same frustrations appear:
Leaders answer the same questions repeatedly
Decisions funnel upward
Managers feel overwhelmed and burned out
Teams hesitate to act without approval
As Atiba explains in the episode, this often leads leaders to believe they have a people problem when in reality they have a delegation problem.
Too often, delegation becomes telling instead of teaching. When leaders jump in with answers, they unintentionally train their teams to depend on them rather than think for themselves.
The Delegation Trap
Atiba describes the “delegation trap” as the moment leaders realize their business or team cannot move without them.
Even when performance looks strong on the surface, leaders feel trapped because:
The organization relies on their constant input
Time off feels impossible
Growth is limited by their own capacity
In the episode, Atiba shares how he discovered this problem firsthand when he realized he spent much of his day answering questions he felt he had already addressed. That realization became the catalyst for developing a new way to delegate that focuses on thinking, not just doing.
The CASE Method: A Better Way to Delegate
At the heart of Atiba’s book is a simple but powerful framework called the CASE Method. Rather than telling people what to do, this approach helps leaders coach their teams to think through problems independently.
C – Challenges
Leaders begin by asking team members what challenges they encountered. This opens the conversation without judgment and creates psychological safety.
A – Articulate
Next, employees articulate each step they took. This allows leaders to see how the person is thinking, not just what outcome they reached.
S – Study
Together, leaders and employees study selected steps, exploring assumptions, decisions, and outcomes. Instead of correcting mistakes directly, leaders ask questions that guide discovery.
This is where learning accelerates. Employees begin connecting cause and effect on their own.
E – Easier Than Expected
Finally, leaders ask what felt easier than expected. This step often reveals hidden strengths and talents leaders may not have recognized.
Over time, this process helps employees move beyond task completion and toward true ownership.
Why Teaching People How to Think Matters
Throughout the conversation, one message stands out: effective leaders do not teach people what to do. They teach people how to think.
Atiba explains that as artificial intelligence continues to reshape work, leadership will increasingly depend on asking better questions rather than providing faster answers.
Leaders who rely on telling will struggle. Leaders who coach thinking will build resilient, adaptable teams.
This shift requires curiosity, patience, and restraint. It also requires leaders to talk less and listen more.
A Powerful Reminder for Leaders
One of the most impactful moments in the episode comes when Atiba shares a personal story from early in his coaching journey. After a difficult season, his young son told him he never wanted to play football again because of his coaching style.
That moment forced Atiba to look in the mirror and confront an uncomfortable truth: leadership without empowerment creates disengagement.
The lesson applies far beyond sports. Leaders must be willing to examine their own habits and recognize when their approach may be unintentionally limiting others.
Key Takeaways from This Episode
Delegation failures are often leadership system failures
Answering questions too quickly creates dependency
Empowerment grows through guided thinking, not direction
Strong leaders ask better questions, not more questions
Simple leadership fundamentals outperform complex frameworks
Where to Learn More from Atiba de Souza
To dive deeper into the CASE Method and practical delegation strategies, visit TheDelegationTrap.com, where you can find Atiba’s book and additional resources designed to help leaders delegate more effectively.
You can also connect with Atiba to learn how his frameworks help leaders build stronger, more autonomous teams.
Continue Building Your Leadership Skills
Delegation, coaching, and empowerment are core leadership capabilities. They do not develop by accident.
Crestcom helps leaders strengthen these skills through structured learning, discussion, and application. If you want to sharpen your ability to lead, coach, and empower your team, you can request a complimentary two-hour leadership workshop at crestcom.com/freeworkshop.
If you know a leader who feels overwhelmed, stuck answering every question, or struggling to step out of the weeds, share this episode with them. One new approach could change how they lead.
The post How To Escape the Delegation Trap with Atiba de Souza appeared first on Crestcom International.
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 Rosenfeld is a Crestcom franchise owner and Area Representative serving the Massachusetts market since 2005. Originally from the United Kingdom, Heather built her early career working with diverse teams before transitioning into leadership development in the United States.
In her 20 year tenure with Crestcom, she has facilitated hundreds of leadership workshops, helping leaders move from task-focused management to people-centered leadership. Heather believes leadership development is a lifelong journey — one that shapes both professional success and personal growth.
How Leadership Has Changed Over the Last 20 Years
Over the past two decades, leadership expectations have shifted in fundamental ways. Changes in workforce dynamics, communication norms, and employee expectations have reshaped how leaders are expected to show up every day. In this episode, Heather and Jenn discuss how the core responsibility of leadership remains the same, but how leaders achieve results has evolved significantly.
From Authority-Based Leadership to Engagement
Twenty years ago, leadership often relied on hierarchy and authority. Leaders gave instructions, and teams were expected to follow.
Today, effective leadership looks very different. Heather explains that modern leaders must focus on engagement, collaboration, and shared purpose. Employees want to understand how their work matters and how they contribute to outcomes. Leadership has shifted from control to connection.
Leadership in an Era of Constant Change
Change has always existed in organizations, but the pace has accelerated dramatically. Technology, market shifts, and evolving workforce expectations mean leaders are navigating overlapping changes rather than isolated ones.
Heather highlights that while change is faster, human reactions to change remain the same. Leaders must recognize resistance, provide support, and guide people through uncertainty with empathy and clarity.
Managing a Multigenerational Workforce
One of the biggest leadership shifts over the past 20 years is generational diversity. Leaders today may be working with up to five generations at once, each with different communication styles, motivations, and expectations.
Heather emphasizes that successful leadership requires self-awareness and adaptability. There is no single leadership style that works for everyone. Leaders must learn to bring different perspectives together while fostering alignment and trust.
What’s Still the Same: Leadership Is Still About People
Despite advances in technology and changes in work structure, one truth remains constant: leadership is about people.
Heather stresses the importance of trust, listening, and meaningful connection. Email and messaging tools may improve efficiency, but they do not replace human interaction. Trust is built through conversations, curiosity, and consistent engagement, not just transactions.
4 Leadership Lessons From 20 Years of Experience
In this episode, Heather shared four clear leadership lessons she has learned over the last two decades:
1. Maintain a Teachable Attitude
Leaders who thrive remain open to learning. A growth mindset allows leaders to adapt, reflect, and improve rather than resist change.
2. Listen With Intention
Leadership effectiveness increases when leaders listen more than they speak. Asking questions and staying curious builds stronger relationships and better outcomes.
3. Set Clear Expectations
Many leadership challenges stem from unspoken assumptions. Clear norms around communication, technology use, and collaboration reduce friction and confusion.
4. Lead the Whole Person
Leadership development impacts more than performance. The skills leaders build at work influence confidence, relationships, and decision-making beyond the workplace.
Continue the Conversation
Leadership growth does not happen in isolation. If Heather’s perspective resonated with you and sparked reflection on how your own leadership has evolved (or needs to), this is an opportunity to keep the conversation going. Be sure to listen to the full episode to get all of Heather’s insights!
You can connect with Heather Rosenfeld on LinkedIn to follow her insights, engage in leadership conversations, and learn more about the work she does supporting leaders and organizations through meaningful development.
If you are exploring what leadership development could look like for your team, Crestcom also offers a complimentary two-hour Leadership Skills Workshop designed to introduce practical tools leaders can apply immediately.
The post Crestcom Spotlight: How Leadership Has Evolved Over 20 Years With Heather Rosenfeld appeared first on Crestcom International.
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 long-term effectiveness.
Meet Jordan Peace, CEO and Founder of Fringe
Jordan Peace is the CEO and co-founder of Fringe, a husband, and a father of five. He describes himself as an ADHD entrepreneur navigating the realities of leadership, family life, and business growth at the same time.
Jordan is also the author of an upcoming book titled Stop, which challenges modern addiction to speed, distraction, and hustle. His work focuses on helping leaders rediscover stillness, presence, and meaning in both their professional and personal lives.
Rather than positioning himself as an expert who has everything figured out, Jordan openly shares that his interest in stillness stems from necessity. Like many leaders, he has experienced what happens when life moves too fast for reflection.
Why Leaders Struggle to Slow Down
Most leaders understand the value of slowing down. Yet few actually do it.
Jordan explains that over-scheduling, constant communication, and endless task lists have become the norm. Leaders move quickly from one decision to the next without pausing to reflect, process, or connect.
One reason stillness feels uncomfortable is that it forces leaders to feel. Without distractions, emotions surface. Stress, frustration, fear, or uncertainty become harder to ignore. For many high performers, staying busy becomes a way to avoid those feelings altogether.
The cost of avoiding stillness shows up in leadership behavior. Leaders react instead of respond. They assume intent. They miss nuance. Over time, this creates unnecessary conflict, weakens trust, and strains relationships at work and at home.
Stillness, Jordan argues, creates space to think more clearly and see situations with greater perspective.
How Stillness Improves Leadership Clarity
When leaders move too fast, decisions often become reactive. There is little room to consider context, explore alternatives, or seek understanding. Stillness slows the moment just enough to allow clarity to emerge.
Jordan shares that slowing down helps leaders recognize the gray areas that are often missed in high-pressure environments. It supports better listening, stronger empathy, and more thoughtful problem-solving.
This habit is especially important in leadership roles where decisions affect people, culture, and long-term outcomes. Taking time to pause reduces unnecessary tension and helps leaders respond with intention rather than impulse.
A Simple Stillness Practice Leaders Can Start Today
Stillness does not require hours of meditation or a complicated routine. Jordan emphasizes that the practice can be simple and accessible.
He recommends starting with three steps:
Choose a new physical space that is not associated with work or tasks
Leave your phone behind to remove interruptions
Bring only a pen and paper
The goal is not productivity. There is no agenda or checklist.
A helpful starting prompt is simple:
What am I feeling right now?
Not busy. Not overwhelmed. Actual emotions such as frustration, fear, hope, or gratitude.
This question helps leaders move thoughts out of their heads and into awareness. Over time, it builds self-awareness and emotional intelligence, both essential leadership skills.
How To Slow Down and Lead Better at Work
Practicing stillness strengthens leadership in practical ways.
Leaders who slow down are more likely to:
Listen with intention
Navigate conflict with clarity
Build trust through presence
Make better decisions under pressure
Lead with empathy and consistency
Stillness is not about doing less permanently. It is about creating the space needed to lead well.
As Jordan explains, leaders are often forced to step back due to burnout, illness, or crisis. Choosing stillness earlier helps prevent those outcomes and supports sustainable leadership over time.
Learn More From Jordan Peace
To continue exploring Jordan’s work on stillness, leadership, and intentional living, you can follow and connect with him online.
Jordan regularly shares insights on leadership, entrepreneurship, and navigating a fast-paced world with greater clarity and presence.
Connect with Jordan Peace on LinkedIn
Check out the How People Work podcast
Be on the lookout for his upcoming book, Stop
Start the Year With a Stronger Leadership Habit
Stillness is a leadership habit that supports focus, connection, and long-term performance. It helps leaders show up with clarity and intention in an environment that rarely slows down on its own.
To hear the full conversation with Jordan Peace, listen to this episode of The Leadership Habit and explore how stillness can strengthen the way you lead.
If you want hands-on support in building leadership habits that improve communication, accountability, and decision-making, Crestcom can help.
Request a complimentary two-hour leadership workshop at:
👉 https://crestcom.com/freeworkshop
Sometimes, the most powerful step a leader can take is to pause, reflect, and choose their next move with intention.
The post How To Slow Down and Lead Better With Jordan Peace appeared first on Crestcom International.
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 or one-time gestures. It is built through consistency in how leaders communicate, make decisions, and show up day after day.
Andrea explains how inconsistency can create uncertainty and stress, even when leaders have good intentions. She introduces a simple leadership framework centered on Authenticity, Autonomy, and Accountability. Together, these behaviors help leaders create clarity, reduce fear-based reactions, and strengthen team performance over time.
This episode is a strong reminder that trust is not a soft skill. It is a performance driver. When leaders lead with consistency, teams feel safer, communication improves, and people are more willing to take ownership and contribute ideas.
We are grateful for the conversations we had in 2025 and excited to bring more fresh voices and real-world leadership insights in 2026. Until then, this episode is a powerful one to revisit if you want to lead with more clarity, confidence, and credibility.
Listen to the Best of 2025 episode: The Secret to Building Trust in Leadership with Andrea Wanerstrand
Ready to strengthen trust in your team? Request a complimentary two-hour leadership workshop at crestcom.com/freeworkshop.
The post Best of 2025: Building Trust in Leadership with Andrea Wanerstrand appeared first on Crestcom International.
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 the Age of AI, Caroline explores the mindset shifts leaders must make to remain effective in a world shaped by artificial intelligence, climate disruption, and societal change.
This conversation challenges outdated leadership models that prioritize speed and scale over emotional awareness. Caroline explains why emotional intelligence, radical listening, and trauma-aware leadership are not optional skills but core capabilities for leading in a polycrisis era. As technology reshapes work, leaders must focus just as much on how people experience change as on the change itself.
Revisiting this episode is a timely reminder that the most future-ready leaders are those who combine adaptability with empathy and clarity. Rather than resisting uncertainty, Caroline encourages leaders to meet it with curiosity, courage, and a willingness to rethink how leadership systems are designed.
We look forward to sharing more conversations with innovative and forward-thinking leaders in 2026. Until then, this episode remains one of the most important discussions of the year for leaders preparing for what comes next.
Listen to the Best of 2025 episode: Emotional Intelligence Still Matters in the Age of AI with Caroline Stokes
The post Best of 2025: Emotional Intelligence Still Matters in the Age of AI with Caroline Stokes appeared first on Crestcom International.
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 energy, and redefine what meaningful success looks like. Her insights continue to resonate, especially during moments of transition and year-end reflection.
This replay is the perfect reminder that leadership growth often begins with a pause. As you prepare for the year ahead, Melissa Gonzalez offers a powerful guide for reconnecting with intention and building a more balanced approach to work and life.
We look forward to bringing even more innovative voices and fresh perspectives to The Leadership Habit Podcast in 2026. Until then, enjoy this standout episode and revisit the ideas that shaped our conversations this year.
The post Best of 2025: How to Make a Purpose Pivot with Melissa Gonzalez appeared first on Crestcom International.
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 another. Through her deeply practical and accessible approach, she shows leaders how to build stronger relationships, develop healthy boundaries, and embrace conflict as an opportunity for growth.
Meet Dr. Jen Fry, Conflict Literacy Expert
Dr. Jen Fry is the founder of JenFryTalks, a social justice education firm that works with organizations, teams, and leaders to help them better understand race, identity, conflict, and communication. With a background in collegiate athletics, a doctorate focused on social justice and higher education, and years of experience coaching leaders through difficult conversations, Dr. Fry brings a grounded and approachable style to complex topics. She has worked with companies, universities, and sports organizations across the country, helping people understand how identity shows up in everyday interactions and how to communicate compassionately, directly, and effectively. Her work has been featured in The New York Times, ESPN, NPR, and other major outlets.
Why Conflict Is Necessary for Growth
Many professionals have been conditioned to think of conflict as something to avoid. Dr. Fry challenges this belief by explaining that conflict is not inherently harmful. It is simply a signal that something needs attention. When handled with clarity and care, conflict creates opportunities to repair, improve, and deepen relationships.
She explains that conflict avoidance often comes from fear. People fear being misunderstood, disliked, or labeled as difficult. As a result, they gloss over issues that need to be addressed, causing those small moments to grow into long-term resentment. Healthy conflict, on the other hand, creates space for honesty, accountability, and trust.
Dr. Fry emphasizes that leaders must get comfortable being uncomfortable. Growth requires willing participation in conversations that may feel awkward or tense. By learning to name what is happening, set appropriate boundaries, and stay present in the moment, leaders can strengthen their teams and reduce long-term friction.
Understanding the Role of Identity
Managing conflict requires understanding your own identity and how it shapes how you show up. Dr. Fry encourages leaders to consider how their lived experiences, cultural background, and social identity shape their lens.
For example, someone who grew up in a family that avoided conflict may naturally default to silence. Someone who learned early in life that speaking up had negative consequences may hesitate to voice concerns. Someone who carries marginalized identities may navigate conversations with stakes or risks different from those of colleagues who hold more privilege.
Recognizing these influences is not about judgment. It is about awareness. When leaders understand their own communication patterns, they can approach conflict more intentionally instead of reacting from old habits.
Why Boundaries Are Essential
One of the most powerful messages from Dr. Fry is that boundaries are not barriers. They are tools for clarity, safety, and mutual respect. Boundaries allow individuals to say what they need, articulate what is not acceptable, and protect their emotional and psychological well-being.
Dr. Fry explains that many people struggle with boundaries because they confuse them with ultimatums. Boundaries are not threats. They are statements about what you can and cannot manage. For example:
I can talk about this issue, but I need a few hours to process it first.
I want to resolve this, but I cannot do that while being interrupted.
I am willing to listen, but I will not participate if the conversation becomes disrespectful.
Healthy boundaries help teams function more effectively. They reduce assumptions, prevent miscommunication, and build trust.
Intent Versus Impact
Another key insight Dr. Fry highlights is the difference between intent and impact. Good intentions do not erase harm. Leaders often justify their actions by explaining what they meant rather than acknowledging the other person’s experience.
Dr. Fry recommends focusing on impact first. When someone is hurt, the priority is to understand the harm, take responsibility where appropriate, and repair the relationship. This approach builds credibility and strengthens team cohesion.
How to Approach Difficult Conversations More Effectively
Throughout the episode, Dr. Fry shares practical strategies leaders can use to navigate challenging conversations with more skill and confidence. A few include:
Pause before reacting. Ground yourself in the moment.
Get curious instead of defensive. Ask questions that help you understand the other person’s perspective.
Avoid assumptions. Seek clarity instead of filling in the gaps.
Focus on the behavior, not the person. Naming specific actions reduces blame and opens space for problem-solving.
Practice reflective listening. Repeat back what you hear to ensure mutual understanding.
These simple practices can shift even the most tense conversation into a constructive one.
Why Emotional Regulation Matters
Dr. Fry emphasizes that leaders must learn to regulate their emotions during conflict. This includes being aware of physiological responses such as tension, increased heart rate, or defensive body language. Emotional regulation allows leaders to stay present, think clearly, and communicate intentionally.
She encourages leaders to develop a toolkit of grounding strategies. These may include mindful breathing, taking a brief pause, writing down thoughts before responding, or seeking support from a trusted colleague. Emotional regulation is not about suppressing feelings. It is about creating enough space to respond thoughtfully instead of reacting automatically.
Where to Find More From Dr. Jen Fry
Read her book: I Said No: How to Have a Backbone and Boundaries Without Being a Jerk
Visit her website: jenfrytalks.com
LinkedIn: linkedin.com/in/jenfrytalks
The Crestcom Connection
At Crestcom, effective leadership requires courage, clarity, and the ability to navigate conflict with compassion. Our leadership development programs help leaders build the self-awareness, communication skills, and emotional intelligence needed to create strong, inclusive teams. Participants learn how to have difficult conversations, set healthy boundaries, and build environments where people feel respected and heard.
These skills are essential for building trust and driving meaningful results. When leaders approach conflict with intention and care, they create cultures that are resilient, collaborative, and aligned.
Take the Next Step
Listen to the full episode with Dr. Jen Fry to learn how you can navigate conflict more confidently and strengthen your leadership presence.
To bring these concepts to your team, request a complimentary two-hour leadership workshop at crestcom.com/freeworkshop.
The post How to Navigate Conflict and Set Boundaries at Work with Dr. Jen Fry appeared first on Crestcom International.
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
Will Linssen is one of the world’s top executive coaches and the CEO of Global Coach Group. Named the world’s number one leadership coach by Global Gurus and the top coach trainer by Thinkers50, Will is also a Master Certified Coach through the International Coaching Federation (ICF), the highest professional designation in the field.
He is a number one Amazon international bestselling author and serves as an advisor to the Harvard Business Review, shaping global conversations around leadership development, coaching, and performance growth. Will’s work has influenced more than 100,000 leaders worldwide through data-driven coaching frameworks designed to deliver measurable impact for leaders, their teams, and their organizations.
Why Leadership Coaching Matters More Than Ever
Leadership today is harder than ever. Teams are stretched thin, priorities are constantly shifting, and leaders are expected to balance results, engagement, and well-being all at once. As Jenn DeWall noted during the episode, “Being a leader today is challenging. Being a coach is hard, especially if you’re unfamiliar with the tools or best practices within it.”
Will agrees—and he believes much of the problem starts with how we prepare people to lead. “Most people never got any education in people skills,” he explains. “They step into leadership roles without preparation, and organizations just say, ‘Now it’s up to you.’ It’s like becoming a parent with no manual.”
That gap between what leaders know and what they actually do creates frustration, burnout, and disengagement. It’s why many leaders, despite their best intentions, struggle to truly develop their teams or sustain results.
From Know-How to Show-How
One of Will Linssen’s central insights is that most leaders don’t fail because they lack knowledge—they fail because they lack application.
“Most leaders we work with already know the right thing to do,” he says. “The challenge isn’t know-how. It’s show-how—doing the right things consistently so it impacts the people around them.”
When leaders are overwhelmed, buried in meetings, or constantly reacting to problems, their good intentions don’t translate into meaningful behavior. As Will puts it, “When things heat up, the show-how suffers, and that’s how leadership effectiveness suffers.”
This approach echoes the principles discussed in Crestcom’s Be the Coach They Need training module, which focuses on helping leaders turn awareness into consistent behavior. By choosing just two key areas to improve—and committing to practice those behaviors daily—leaders can make visible, lasting progress.
The Triple Win Approach
At the core of Will’s method is the idea of a Triple Win—helping leaders grow, improving team performance, and achieving better organizational results simultaneously.
He explains, “We reverse engineer success. We define what success looks like for the leader, the team, and the business, then build a plan to get there.” This data-backed approach has been tested with more than 100,000 leaders worldwide, achieving a remarkable 95% success rate in measurable improvement.
Here’s how the framework works in practice:
Choose two leadership growth areas. Focus on the skills that matter most to both the leader and their team—such as empowerment, decision-making, or stakeholder management.
Create a business case for change. Show how improving in these areas benefits not just the individual leader but the entire team and organization.
Engage coworkers in feedback. Involve team members in providing suggestions and observations about the leader’s growth areas.
Implement and measure progress. Use quarterly reflections and pulse surveys to track improvement from the perspective of both the leader and the team.
This process not only creates accountability but also builds shared ownership of the change. “Leadership,” Will emphasizes, “is about co-creating change with coworkers. When the leader and the team work together, performance must increase. It always works.”
Building a Culture of Feedback and Accountability
Even with a solid process, many organizations struggle with one key challenge—getting honest feedback. Employees often hold back from sharing candid observations out of fear of retaliation or hierarchy.
Will’s advice is simple but powerful: create psychological safety from the start. “Before sending out a 360-degree survey, ask the leader to send an email inviting open and honest feedback,” he says. “When leaders show humility and curiosity, people respond with candor.”
This step transforms a typical evaluation into a collaborative experience. Will adds, “When coworkers see that the leader is serious about improving and that their input is valued, they become part of the change process.”
He also emphasizes combining quantitative data from surveys with qualitative insights from behavioral interviews. This two-part approach provides a complete picture of a leader’s strengths and development opportunities—and helps avoid blind spots that pure numbers can miss.
Will’s approach also reinforces the value of building a coaching culture, where feedback, accountability, and trust fuel performance improvement at every level.
Turning Feedback into Lasting Habits
Of course, insight alone doesn’t drive change—action does. Will recommends that leaders invest about 2% of their monthly work time—roughly four hours—into reflection and implementation. “Five minutes a day and a little discipline go a long way,” he explains.
This consistent, focused effort turns new behaviors into habits that eventually shape culture. Over time, leaders move from conscious practice to automatic execution, and their teams begin to mirror that growth.
Jenn DeWall summarizes it well: “Leadership isn’t about grand gestures. It’s about small, consistent actions that improve how we think, behave, and interact.”
Coaching Through Challenges
Even the best coaching plans face resistance. Some leaders struggle to control emotions, others lose focus or motivation. Will stresses the importance of addressing these issues directly through honest conversation and self-reflection.
“When something goes wrong, ask: what was the impact of my behavior?” he says. “You always have the right to be upset—but it comes with consequences. If you want better results, you have to choose different behavior.”
That mindset—taking responsibility for one’s influence—is what separates average leaders from exceptional ones. As Will notes, “It’s not about perfection. It’s about progress. Pick two things you’re excited to improve, involve your team, and stick with it.”
Creating a “We” Movement
Perhaps the most powerful message from the episode is Will’s reminder that leadership is not a solo journey. “Leadership coaching for leaders getting better is actually simple,” he says. “It’s not about more know-how. It’s about show-how. And the coworkers are the holy grail of creating forward momentum—because now it becomes a we movement, not a me movement.”
That shift—from self-improvement to collective growth—is what creates lasting cultural change. When leaders model vulnerability, consistency, and collaboration, their teams follow.
Where to Learn More
Listen to the full episode for all the great insights Will and Jenn have to offer! Then, to explore Will Linssen’s proven approach in greater depth, check out his book, Triple Win Leadership Coaching, available on Amazon and major booksellers.
And if this episode inspires you to strengthen your own leadership skills, Crestcom offers a powerful next step. You can request a complimentary two-hour leadership workshop designed to help your team enhance decision-making, build trust, and increase accountability. Visit crestcom.com/freeworkshop to get started.
The post How to Drive Results as a Leadership Coach with Will Linssen appeared first on Crestcom International.
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 are on the line.
Whether you’re negotiating resources, inspiring your team, or advocating for change, Dia’s frameworks and insights reveal how to speak powerfully and how to be “absolutely clutch in clutch moments.”
Meet Dia Bondi, Communications Catalyst
Dia Bondi is a keynote speaker, coach, and communications expert who helps leaders and changemakers speak with authenticity and authority when it matters most. Her clients include global brands like Nike, Meta, Salesforce, and Dropbox, as well as entrepreneurs, executives, and athletes seeking to elevate their presence in high-pressure situations.
As the author of Ask Like an Auctioneer: How to Ask for More and Get It, Dia combines storytelling, neuroscience, and negotiation strategy to help people push past fear and unlock their boldest communication potential. Her work has been featured on CNBC, NPR, and Forbes, and she’s known for helping professionals deliver messages that move audiences to action.
Why High-Stakes Conversations Matter
As Bondi explains, high-stakes moments aren’t just about closing a deal or landing a promotion; they’re about leadership itself. These are the situations where your communication can unlock decisions, resources, or opportunities that move your business and career forward.
A high-stakes conversation could be a one-on-one with your boss, a pitch to a major client, or a keynote at a conference. What makes it high stakes is the combination of risk, visibility, and impact. These moments require you to build trust quickly, communicate with purpose, and guide others toward a decision.
“Every high-stakes moment,” Bondi says, “is really an ask. You’re asking for engagement, for a decision, or for action, and how you prepare for that ask determines the outcome.”
The Most Common Communication Mistakes
In her two decades of coaching executives, startup founders, and leaders, Dia has seen several recurring missteps that undermine even the most talented professionals.
1. Rushing Through the Story
Too often, leaders jump straight to the solution, listing features, metrics, or data, without slowing down to paint a compelling picture of why it matters.
“The most powerful communicators,” Bondi explains, “don’t just describe a product or proposal. They invite the audience into a vision of what’s possible.”
By taking time to describe the problem, future, and stakes, leaders create emotional engagement and tension that make the solution more valuable.
2. Focusing Only on Themselves
Nerves and pressure can cause people to over-focus on their own objectives, like what they need, want, or fear. But as Bondi reminds us, “communication isn’t just about information transfer. It’s about connection.”
Compelling storytelling shifts attention to the audience: their desires, frustrations, and motivations. When people feel seen and understood, they’re more likely to say yes.
3. Playing Too Small
Many professionals limit themselves by asking for too little. Bondi challenges leaders to “ask big enough that you might get a no.”
This approach, inspired by her experience as an auctioneer, helps leaders stretch beyond comfort zones and uncover what’s truly possible. If you get a no, you’ve found the boundary. If you get a yes, you’ve just achieved more than you thought possible.
Building a Strategic Ask
Behind every effective communicator is a strategic ask, a clear understanding of what you’re requesting, who you’re asking, and when the timing is right.
Bondi encourages leaders to check three elements before entering any high-stakes moment:
The Right Ask: Are you requesting something you don’t already have? Don’t waste time asking for permission or support that’s already been given.
The Right People: Identify who truly influences the decision. Sometimes it’s not the top decision-maker but a trusted ally who can advocate on your behalf.
The Right Timing: Consider the broader context, including market conditions, organizational priorities, or competing pressures. The right message delivered at the wrong time can still fall flat.
When you align these three factors, your message lands with far greater impact and credibility.
Storytelling Frameworks That Work Under Pressure
Dia Bondi’s genius lies in turning complex communication strategies into simple, repeatable frameworks. Two of her most powerful tools are the Blocker Buster and the Mirror Effect. These tools help leaders craft messages that resonate, persuade, and inspire.
The Blocker Buster
This four-part model is ideal for product pitches or team presentations where you need to frame a challenge and position your solution.
Here’s what you want: Identify what your audience values most: growth, efficiency, innovation, reputation, or results.
Here’s what’s getting in the way: Describe the blocker or barrier preventing them from achieving that goal.
Here’s what I do: Introduce how your idea, service, or proposal removes that barrier.
And so…: End with a direct ask or call to action.
This structure builds logical and emotional momentum, helping your audience see you as the solution to their challenge.
The Mirror Effect
For more personal, one-on-one conversations, such as asking for a promotion, budget approval, or collaboration, the Mirror Effect emphasizes empathy and connection.
I see you: Acknowledge their goals, pressures, and values.
You see me: Share what matters to you and where your goals align.
Because of that: Present your ask as a mutual opportunity.
This framework transforms a transactional request into a collaborative partnership. It’s not manipulation, it’s alignment. As Bondi notes, “When you slow down, reflect back what you see in the other person, and connect it to your purpose, you create trust in real time.”
Overcoming the Fear of Asking
Fear is one of the most significant barriers to confident communication. The fear of rejection or being perceived as too assertive prevents many professionals from speaking up.
Bondi’s advice? Stop waiting to feel neutral.
“The most compelling leaders I’ve coached aren’t fearless,” she says. “They simply accept the intensity that comes with high-stakes moments and choose to show up big anyway.”
Courage doesn’t mean calm; it means conviction. The goal isn’t to eliminate nerves but to channel them into focus and authenticity.
Finding Your Leadership Voice
At the heart of Bondi’s message is a reminder that technical skill isn’t enough. Accurate leadership communication requires finding your unique voice through the combination of values, tone, and presence that makes you memorable.
“It takes a lifetime to sound like yourself,” she says. “You can master every framework, but your voice is what brings those tools to life.”
Developing that voice takes practice, reflection, and feedback, the same ingredients that make effective leaders.
Where to Find More From Dia Bondi
Want to learn more from Dia or explore her work on high-stakes communication? Connect with her and discover her latest projects at the links below:
Visit her website: diabondi.com
Read her book: Ask Like an Auctioneer: How to Ask for More and Get It
Listen to her Podcast: Lead With Who You Are
Connect on LinkedIn
Leadership Through Communication
At Crestcom, we understand that communication is the cornerstone of leadership. Our leadership training programs help leaders develop the emotional intelligence and influence skills needed to succeed in high-stakes situations.
Just as Dia Bondi teaches, powerful communication starts with preparation, awareness, and confidence in your own voice. Crestcom participants learn to translate those principles into action and drive measurable results for themselves and their teams.
Step Into Your Next High-Stakes Moment with Confidence
Every leader faces moments that test their communication and courage. The key is preparation, empathy, and a willingness to ask big.
Listen to The Leadership Habit Podcast featuring Dia Bondi to discover how you can prepare for your next high-stakes moment and speak with clarity, confidence, and impact.
From handling difficult conversations to inspiring organizational change, Crestcom’s leadership training provides the tools, practice, and accountability leaders need to communicate with purpose and clarity.
Ready to strengthen your leadership voice? Request a complimentary 2-hour workshop to discover how Crestcom can help you and your team master confident communication.
The post How to Prepare for High Stakes Conversations with Dia Bondi appeared first on Crestcom International.
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 reflection on what it means to live and lead with intention.
Why Every Leader Needs a Purpose Pivot
Many leaders are running on autopilot—meeting after meeting, day after day—without pausing to ask if their actions truly align with their goals. In the podcast, Melissa Gonzalez explains that a purpose pivot is about stepping back, taking inventory, and asking: Am I creating the life I want to lead?
Her inspiration for The Purpose Pivot came after a personal health crisis that forced her to slow down and reassess her priorities. Through that experience, she realized that wellbeing isn’t something to fit in “after work”—it must be part of how we lead and live every day.
“Wellbeing shouldn’t be a side project,” Gonzalez says. “It deserves equal importance to your career growth.”
The purpose pivot is about moving from busyness to impact—recognizing that filling your calendar isn’t the same as creating value. For leaders, this often means shifting from the mindset of doing more to doing what matters most.
Overcoming the Challenge of Prioritizing Wellbeing
Despite knowing the importance of rest and reflection, many high achievers still struggle to prioritize themselves. Gonzalez explains that this difficulty stems from how success is often measured—by how much we accomplish, not by how intentionally we live.
She encourages professionals to ask key questions:
Does this activity energize me or deplete me?
Am I working out of obligation or genuine purpose?
What would happen if I made space for reflection instead of rushing to the next task?
In her book, Gonzalez includes an exercise where readers list what energizes them versus what drains them. This simple reflection often reveals patterns—time spent on tasks that deplete energy far outweighs the time spent on what brings joy or motivation.
Taking time to reflect doesn’t slow progress—it fuels it. By giving yourself permission to pause, you create mental clarity, emotional balance, and stronger decision-making capacity.
Building Trust in Yourself and Your Team
As Gonzalez explains, purpose-driven leadership is rooted in trust—trust in others and trust in yourself.
Many leaders resist delegating because they fear losing control or worry others won’t deliver at the same level. This lack of trust leads to burnout and exhaustion. True leadership, Gonzalez says, involves trusting your team to rise to the occasion while also trusting that you don’t have to carry everything alone.
Jenn and Melissa also discuss self-trust, which can be even harder to cultivate. Self-trust means believing that you’ve prepared enough, done enough, and can let go when necessary. It’s recognizing when additional effort will no longer change the outcome and giving yourself grace to rest.
Learning to delegate and release control not only improves wellbeing—it helps leaders model healthy behavior for their teams. When leaders demonstrate balance and confidence, others feel permission to do the same.
How to Make Your Own Purpose Pivot
Making a purpose pivot isn’t about quitting your job or overhauling your life overnight. It’s about intentionally adjusting how you spend your time and energy so that your daily actions reflect your long-term goals.
Melissa Gonzalez outlines several strategies to begin this journey:
Pause and Reflect. Schedule moments of quiet to check in with yourself. Reflection is not a luxury—it’s the foundation for clarity and creativity.
Define Your Why. As Simon Sinek famously said, knowing your “why” brings direction and motivation. Identify what excites you and where you feel most fulfilled.
Set Boundaries. Protect time for thinking, rest, and relationships. Saying no to what doesn’t align is an act of leadership.
Celebrate Small Wins. Break large goals into milestones—25%, 50%, 75%—and celebrate each one. Progress builds confidence and momentum.
Trust the Process. Growth takes time. Learn to let go of perfection and embrace progress instead.
A purpose pivot is not about doing everything—it’s about focusing on what’s most meaningful.
The Power of Reflection and Recalibration
One of the most powerful lessons from The Purpose Pivot is the importance of reflection. Gonzalez reminds us that most leaders don’t stop long enough to acknowledge how far they’ve come. Without reflection, progress can feel invisible, leaving even accomplished professionals feeling stuck or unfulfilled.
By pausing to celebrate small achievements, you reinforce your sense of purpose and prevent burnout. Gonzalez also emphasizes that transitions are recalibration moments—opportunities to reassess what’s working and what needs to change. Whether you’re starting a new role, leading a new team, or entering a new phase of life, these transitions offer a chance to adjust, grow, and realign.
Where to Find More From Melissa Gonzalez
Visit MelissaGonzalez.com
Connect on LinkedIn
Buy her book: The Purpose Pivot
Leadership Growth Through Purpose: The Crestcom Connection
At Crestcom, we believe that the most effective leaders combine professional competence with personal awareness. Leadership isn’t just about achieving results—it’s about understanding yourself and guiding others with purpose, empathy, and authenticity.
Crestcom’s leadership training programs are designed to help leaders make their own purpose pivot. Through monthly learning experiences, practical action plans, and accountability coaching, participants learn to balance ambition with wellbeing—creating teams that thrive on trust, collaboration, and continuous growth.
Like Melissa Gonzalez’s message, Crestcom’s approach to leadership development centers on reflection and application. Leaders are encouraged to identify what energizes them, build emotional intelligence, and focus on meaningful impact instead of mere activity. The result is not just better leaders—but stronger organizations and healthier workplace cultures.
Take the First Step Toward Purpose-Driven Leadership
A purpose pivot isn’t a one-time event—it’s an ongoing practice of alignment between your values, goals, and actions. As Melissa Gonzalez reminds us, success isn’t about how much you do, but about how intentionally you live and lead.
Listen to the full episode of The Leadership Habit Podcast featuring Melissa Gonzalez to discover how to make your own purpose pivot and begin leading with clarity and confidence.
Ready to explore your own leadership journey? Visit crestcom.com/freeworkshop and request a complimentary leadership workshop for your team!
Frequently Asked Questions
What is a purpose pivot?
A purpose pivot is a moment when you pause, reflect, and realign your career or leadership approach to better match your values and long-term goals.
How can leaders balance success and wellbeing?
By redefining productivity, setting boundaries, delegating effectively, and prioritizing self-care alongside professional achievement.
Why does self-trust matter in leadership?
Self-trust allows leaders to make confident decisions, delegate without guilt, and recover from setbacks with resilience.
How can Crestcom help me grow as a purpose-driven leader?
The Crestcom LEADER program helps leaders develop emotional intelligence, communication skills, and self-awareness through experiential learning and accountability.
The post How to Make a Purpose Pivot: Finding Balance and Fulfillment with Melissa Gonzalez appeared first on Crestcom International.
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 differences is not just about diversity, equity, and inclusion—it is about return on investment.
Meet Stephanie Chung
Stephanie Chung began her aviation career working at Boston Logan Airport, parking planes and handling luggage. From there, she rose through the ranks, becoming a top sales executive, then moving into private aviation, where she eventually sold and oversaw the sales of private jets.
Her career milestones include becoming the first Black person in U.S. history to lead a major private aviation company as President of JetSuite. She later became the founding Chief Growth Officer at Wheels Up, helping take the company public—the first private jet company in the United States to do so. Today, she is an international bestselling author, keynote speaker, board member, and coach to Fortune 500 executives.
Stephanie has also been named to the Ebony Power 100 list and recognized as one of the top 500 CEOs by the respected consultancy YPO. Her journey reflects not only professional success but also resilience, courage, and a commitment to helping leaders everywhere learn how to lead people across differences through the practice of Ally Leadership.
Why Leading People Who Are Not Like You Matters
Modern workplaces are changing faster than ever. Stephanie explains that today’s leaders face challenges never seen before. “If you are a leader worth your salt, your job is to make sure that you get the best people in the best position to get the best result. That’s the job of a leader.”
What makes that more challenging now is the sheer range of diversity within the workforce. As Stephanie describes, six generations are now working side by side—from Boomers to Gen Z. Gender dynamics have shifted, and ethnic and cultural diversity is increasing. Organizations are more aware of the contributions from LGBTQ+ professionals and neurodiverse employees.
This variety of backgrounds and perspectives can lead to misunderstandings if leaders rely on a one-size-fits-all approach. But when leaders embrace differences, the benefits are measurable. “Diverse teams are 35% more productive, diverse teams have a 70%… more likely to actually be more innovative, and diverse teams are 36% more profitable.”
The takeaway is clear: learning how to lead people who are not like you is no longer optional. It is a requirement for leaders who want to deliver results.
The Ally Framework
At the heart of Stephanie’s philosophy is her book Ally Leadership: How to Lead People Who Are Not Like You. She defines Ally Leadership as the ability to create trust, curiosity, and action in diverse environments.
The ALLY framework is simple but powerful:
Ask – Leaders must ask thoughtful questions and avoid assuming they know what their team needs.
Listen – Active listening is more than waiting for your turn to speak. It requires paying attention to what is said and what is not said.
Learn – By asking and listening, leaders naturally learn. This learning helps them adapt and grow.
You Take Action – Learning without action accomplishes nothing. Ally leaders follow through and implement change.
“That’s the secret sauce here to getting the result out of your people”, Stephanie explained.
By practicing Ally Leadership, leaders build stronger relationships, create safe environments for contribution, and encourage teams to innovate.
The EARN System
In addition to the ALLY framework, Stephanie developed the EARN system, a step-by-step approach to building high-performing teams:
Establish an environment of psychological safety.
Assure alignment so everyone knows how they contribute to company success.
Rally the troops around a vision, not just a to-do list.
Navigate the future by guiding teams through change and challenges.
Stephanie notes that misalignment is expensive and disengaged employees are costly. The EARN system gives leaders practical tools to align teams and build momentum toward shared goals.
Final Takeaways
Leadership is never easy, but Stephanie believes it does not have to be overly complicated. “When you have to have an honest conversation about it… it’s not as hard or as complicated as people have told you it is. Utilize the talents that you have around you because they too have gifts and talents”.
Her advice is clear: stop trying to do it all yourself. By becoming an ally leader, you can unleash the potential of your entire team.
Where to Find More From Stephanie Chung
Connect on LinkedIn
Visit her website: stephaniechung.com
Buy her book: Ally Leadership: How to Lead People Who Are Not Like You
Listen to the Full Episode
To hear more from Stephanie Chung, including her insights on curiosity in leadership and building psychologically safe teams, listen to the full episode of The Leadership Habit Podcast.
At Crestcom, we believe leadership is a journey, not a destination. That’s why we offer a complimentary leadership skills workshop for organizations that want to sharpen their leadership practices. In just two hours, you will walk away with tools to improve decision-making, build trust, and create accountability across your team.
The post How to Lead People Who Are Not Like You with Stephanie Chung appeared first on Crestcom International.
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 reinvent themselves and their organizations.
Meet Caroline Stokes
Caroline Stokes is an executive recruiter, leadership coach, futurist, and the founder of Workplace EQ. She is the author of Elephants Before Unicorns: Emotionally Intelligent HR Strategies to Save Your Company and her most recent book, AfterShock to 2030: A CEO’s Guide to Reinvention in the Age of AI, Climate, and Societal Collapse.
Drawing on decades of experience at companies like Sony and Disney, Caroline now works with founders, boards, and executives to build emotionally intelligent, trauma-aware, and adaptive leadership systems. She has spoken at the World Bank and the United Nations, and her insights appear in Harvard Business Review, Fast Company, and other leading publications.
Leadership in a Polycrisis Era
Caroline begins by identifying the defining feature of our current moment: we’re living in a polycrisis era—an interconnected web of challenges that include AI disruption, climate change, economic instability, and societal unrest.
“We all have to reinvent our nervous system to be able to evolve in this particular age,” she explains. “It means doing it at a much faster pace than ever before.”
This isn’t just about learning new technology. It’s about changing the way leaders show up emotionally, psychologically, and strategically. Traditional models of top-down leadership are no longer effective in an environment where employees are under unprecedented levels of stress.
The Emotional Reality of Leadership in the Age of AI
Many leaders today are navigating exhaustion, outrage, and anxiety—right alongside their teams. Caroline explains that many people are stuck in a stress response: fight, flight, freeze, or fawn. She says:
“We’re all pretty much paralyzed in some way to understand and comprehend the challenging environment that we see ourselves in.”
This emotional context cannot be ignored. Whether it’s burnout, distrust, or the rising cost of living, Caroline emphasizes that leadership is emotional and psychological. CEOs can no longer separate performance from well-being. Caroline asks:
“If you haven’t got the basics satisfied, how can you expect people to perform at a high level?”
This is a direct challenge to leaders who try to motivate with perks or platitudes. A free yoga class won’t matter if your employees are worried about putting food on the table.
Why Emotional Intelligence Still Wins
Even in the age of artificial intelligence, emotional intelligence remains the most human and most powerful leadership skill.
“AI is not emotionally intelligent. It can’t show empathy. It doesn’t care. That’s still our job.”
Caroline urges leaders to go beyond performative empathy and instead practice radical listening—a deliberate effort to create space for honest feedback, without judgment or fear.
“We’re trying to understand where the themes are, where the gaps are, where the opportunities are… and to put everybody’s ego on the line.”
This shift isn’t about being soft. It’s about being real, responsive, and ready to act on what your team actually needs.
Reinventing the CEO Mindset
To lead through disruption, CEOs must embrace what Caroline calls a “blank slate” mindset. That means letting go of outdated goals and assumptions—especially those tied to unbridled growth. She explains:
“We have left the old paradigm. The past is firmly in the past. We’re in a new paradigm, and it requires us to have a different mindset.”
Caroline explains that growth targets and OKRs rooted in pre-pandemic expectations are no longer realistic—or responsible.
“We’re not going to achieve growth right now. The world that we had previously experienced in previous decades just isn’t happening anymore.”
Instead, leaders should build future-ready leadership systems that reflect current realities. That includes involving employees in shaping new goals, acknowledging the emotional toll of change, and aligning strategies with both performance and sustainability.
Hope Is a Leadership Strategy
With all the uncertainty ahead, is there still room for hope? Caroline says yes—but it must be grounded in reflection, not toxic positivity.
“Hope can only be found once you’ve actually done the work.”
In her book, AfterShock to 2030, she provides CEOs with tools to reflect, reset, and reimagine their leadership approach. The goal is to create transformation—not just for the organization, but for the individuals within it.
“If we don’t have that hope, how are we… It’s very hard for people to get out of bed in the morning.”
Leadership today demands resilience, self-awareness, and a willingness to change. And for those willing to do the work, Caroline believes there is a real opportunity to lead with purpose and make a meaningful impact.
Where to Connect with Caroline Stokes
Want to learn more from Caroline? Here’s where to find her:
Check out her website: theforward.co
Buy her latest book: AfterShock to 2030
Listen to her Podcast: Aftershock: Leadership for the Fifth Industrial Revolution
Connect on LinkedIn: Caroline Stokes
Want to Build More Emotionally Intelligent Leaders?
At Crestcom, we help organizations develop the soft skills that drive hard results. Our interactive leadership development programs empower managers to lead with curiosity, compassion, and confidence. If you are interested in learning more, get started with a free, live-facilitated leadership skills workshop for you and your team. Click here to learn more: crestcom.com/freeworkshop
Listen to the Full Episode
This episode of The Leadership Habit is packed with insight, strategy, and a fresh perspective on what leadership must look like to thrive in the future!
🎧 Listen now: The Leadership Habit Podcast
If you found this conversation valuable, share it with someone ready to lead with purpose in the face of change.
The post Emotional Intelligence Still Matters in the Age of AI with Caroline Stokes appeared first on Crestcom International.
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 building trust across age groups, this episode is a must-listen.
Meet Karen McCullough
Karen McCullough is a conference keynote speaker and a generational expert and workplace strategist who helps leaders and teams navigate today’s fast-changing workplace. Her signature message, “It’s Not Personal, It’s Generational,” blends humor, research, and real-world stories to unpack what drives each generation.
With a background in branding and business, Karen shares practical insights that help organizations break down barriers, spark connections, and build cultures that work. She’s worked with top companies across North America, including Procter & Gamble, McDonald’s, and MD Anderson.
The Generational Breakdown: Who’s at Work Today?
Karen offers a snapshot of the five generations currently shaping today’s workforce:
Traditionalists/Silent Generation (1928–1945): Top-down leaders who shaped early corporate structure after WWII.
Baby Boomers (1946–1964): Built hierarchical organizations and a strong work ethic.
Gen X (1965–1979): Advocated for work-life balance, often overlooked in generational discussions.
Millennials (1980–1996): Emphasized empathy, inclusion, and purpose at work.
Gen Z (1997–2010): Digital natives who expect flexibility, fast feedback, and meaningful work.
“Every generation brings change,” Karen says. “But Gen Z? They’ve been coached by their parents, their podcasts, and their peers. They’re forming their own opinions—and they’re not afraid to expect more from work.”
Coaching Is the New Leadership Style
Karen emphasizes that today’s leaders can’t rely on old-school management tactics. Gen Z enters the workplace with strong values and high expectations—but not always the soft skills or organizational experience leaders assume.
Leaders need to shift from managing to coaching. Instead of giving someone a deadline and walking away, Karen explains, leaders must guide their team through the process, ask good questions, and provide developmental support.
“To be a leader today, you have to be a therapist.”
Companies that invest in coaching skills for managers are more likely to retain Gen Z talent and build resilient, productive teams.
What Gen Z Wants in the Workplace
Forget free snacks and trendy office spaces. Gen Z is focused on:
Mental health support
Work-life integration
Inclusive and values-driven culture
Daily pay options
Recognition and a sense of belonging
Karen shared examples of Gen Z employees who leave jobs for small pay increases—or pursue multiple side hustles, including with competitors. These behaviors reflect a desire for flexibility and fulfillment, not just compensation.
One company in Houston that Karen interviewed stands out for retaining young talent. During interviews, they tell candidates:
“We want you here for a lifetime.”
That kind of clarity and commitment from the start sets the tone for long-term success.
Building Trust and Leading with Curiosity
Trust is foundational in leading across generations. Karen notes that both sides—leaders and younger employees—often hold skepticism about one another.
Some leaders worry Gen Z will quit after lunch. Meanwhile, young professionals often hesitate to ask questions for fear of looking unqualified. This creates a communication gap that hinders productivity and connection.
Jenn offers a practical reminder:
“When you’re furious, get curious.”
Karen agrees, emphasizing that curiosity and compassion are key to understanding and retaining talent.
If you want openness and engagement from your team, you must create a culture where it’s safe to be honest—without fear of judgment.
The Challenge of Leading a Multigenerational Workforce
Balancing the needs of Baby Boomers, Gen X, Millennials, and Gen Z in one workplace can feel overwhelming. Each group has different communication styles, career expectations, and values. For example, Boomers often value loyalty and structure, while Millennials and Gen Z want flexibility, purpose, and continuous feedback. Without a thoughtful approach, these differences can lead to tension, misunderstandings, and increased turnover.
That’s why multigenerational leadership training is becoming a priority for many organizations. By learning to adapt their style, today’s leaders can bridge the gap, improve collaboration, and create cultures where every generation feels valued.
Keep Learning, Keep Growing
With AI accelerating change, coaching and emotional intelligence are more critical than ever. Karen’s final message is clear: the future belongs to those who adapt and keep learning.
“If we keep learning, if we become better coaches, if we tap into our emotional intelligence—what harm can it do? It can only do good.”
Whether you’re a CEO, middle manager, or HR leader, embracing generational differences at work isn’t just about retention—it’s about creating a workplace where everyone can thrive.
Where to Find More From Karen McCullough
Connect on LinkedIn
Visit her website: karenmccullough.com
Buy her book: Generations Rock
Stay tuned for her next book: It’s Not Personal, It’s Generational
And, of course, listen to the full episode to hear all of Karen’s insights!
How Can Crestcom Help You Lead a Multigenerational Workplace?
Crestcom can help leaders manage the challenges of a multigenerational workforce! Our leadership training programs equip managers with the tools and techniques necessary to build strong teams, understand generational differences, and create an inclusive culture that works for everyone. Request a complimentary leadership skills workshop to learn how to coach, connect, and retain talent from every generation.
The post Leading the Multigenerational Workforce with Karen McCullough appeared first on Crestcom International.
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 Kutner
John Krewson is the founder and CEO of Sketch Development Services, a two-time member of the Inc. 5000 list, and a former comedian who even appeared on an episode of SNL in 1997. With a background in both entertainment and software development, John has a unique perspective on how to blend creativity and business strategy.
Rob Kutner is an award-winning comedy writer for The Daily Show with Jon Stewart, Conan, and more. For the past six years, he has taught sketch comedy writing at Loyola Marymount University’s School of Film and Television. Together, John and Rob co-authored Pitch, Sketch, Launch, a book that applies the principles of sketch comedy to team innovation.
1. Start with a Flood of Ideas
On SNL, the week kicks off with a high-energy pitch session where anything goes. As John described, “This is a no-holds-barred, no ideas are bad ideas brainstorming session.” Around 100 ideas are generated, knowing that only a handful will make it to air.
Leaders can use this approach by creating safe spaces for idea generation where quantity comes before quality. Removing judgment in the early stages gives your team the freedom to think bigger.
Try this: Schedule a weekly 30-minute “idea jam” with no evaluation—just contribution.
2. Iterate Quickly and Often
John emphasized that creativity is rarely instant perfection: “The best solutions do not emerge fully formed from the thigh of a great leader.” Instead, they’re the product of steady, incremental improvement.
In business, this is an essential creative leadership strategy. Keep projects small and self-contained so you can evaluate, adjust, and move forward without being bogged down by weeks of sunk effort.
Try this: Break projects into two-week sprints with a review session at the end of each cycle.
3. Create the Freedom to Fail
Rob pointed out that in comedy, mistakes are part of the process: “Freedom to make bad pitches” is a core value. Even seasoned professionals start with “not this, but something like it” ideas to spark the right solution.
For leaders, encouraging failure in early stages prevents fear from killing creativity. Make it clear that less-than-perfect ideas are stepping stones to the winning concept.
Try this: Reward contributions to the process, not just final results. Publicly acknowledge when a “bad” idea inspired a breakthrough.
4. Keep the Boss Out—At First
Reflecting on his own career, Rob shared that hierarchy can unintentionally stifle creativity: “We couldn’t really pitch when Conan was in the room.” Even with a supportive leader, the pressure to impress can limit bold thinking.
Leaders should step back in the early creative phases, then rejoin when ideas are ready for refinement and alignment with business goals.
Try this: Assign a peer facilitator for brainstorming sessions and review ideas as a group later.
5. Stay Anchored to End-User Value
Rob also stressed the importance of keeping the audience—or in business, the end user—front and center: “Is this enhancing the desired end user value?” On SNL, the metric is simple: did it make people laugh? In business, your “laugh” is the value your customer receives.
Try this: Define your team’s “end-user value” and revisit it during every project review.
Where to Find More From John and Rob
You can connect with John Krewson on LinkedIn, or learn more about John’s work at sketchdev.io and find Pitch, Sketch, Launch on Amazon in print, e-book, and audiobook formats. In the audiobook, you’ll hear sketches performed by a comedy team—bringing their concepts to life in a fun and memorable way. Rob can be found on LinkedIn and at robkutner.com, where he shares his comedy and writing projects.
Bring More Creativity to Your Leadership
Crestcom’s leadership training programs are designed to help leaders apply practical strategies—like the ones shared here—to inspire innovation, strengthen teams, and achieve results. In our interactive workshops, you’ll learn proven techniques to foster leadership and creativity, build trust, and adapt quickly to change. Discover how you and your team can unlock your creative potential—request a complimentary leadership skills workshop today.
The post Pitch, Sketch, Launch Your Team’s Creativity with John Krewson and Rob Kutner appeared first on Crestcom International.
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 framework, The Art of Bending Time.
Why Leaders Need to Model Burnout Prevention
One of the most impactful ways to prevent burnout in the workplace is for leaders to model the behavior they want to see. If managers regularly push through exhaustion, skip breaks, or avoid delegation, their teams are likely to follow suit. Michelle emphasizes that self-awareness and healthy boundaries are not just personal habits; they are leadership skills. When leaders actively prioritize well-being, they create a more resilient and productive work culture. This not only helps reduce burnout in high achievers but also improves team engagement, decision-making, and retention. Here are some key takeaways from this episode:
Key Takeaway #1: Burnout Isn’t Just a Work Problem
Michelle challenges the narrow view that burnout is purely a workplace issue.
“We live whole lives. We’re not a lobotomized person… Everybody has stresses at work, and everybody has stresses at home.”
She refers to the World Health Organization’s definition of burnout as “a syndrome conceptualized as resulting from chronic workplace stress that has not been successfully managed.” But she adds:
“First of all, I’m gonna tell you not to blame yourselves. Because that definition kind of sounds like it’s your fault and it’s not.”
Instead, Michelle urges leaders to look beyond their job title to understand their deeper emotional and mental needs and recognize the signs of burnout.
Key Takeaway #2: Clarity is Key to Recovery
Michelle’s method for overcoming burnout starts with identifying what truly lights you up. She uses a guided visualization exercise with her clients to uncover moments of joy from childhood and adulthood. These insights are then used to reimagine how work and life can align more closely.
“If you know what lights you up… you can choose to bring those feelings into your day, even if it’s just a few times a day.”
According to Michelle, clarity about personal values and goals is what ultimately creates the conditions for resilience.
Key Takeaway #3: Perfectionism and Pressure Make Burnout Worse
Burnout in high achievers is a common phenomenon. In the episode, Jenn and Michelle discuss the unrealistic expectations that many leaders place on themselves.
“You can do anything, but you cannot do everything,” Jenn says. “Your priorities are going to shift on any given day.”
Michelle adds that burnout is often fueled by chasing goals that don’t actually matter anymore.
“Sometimes just taking that weight off yourself—because people just pile on other people’s expectations and goals that maybe don’t fit them anymore… it makes your life very different.”
She describes how many clients carry long-held expectations that no longer reflect who they are or what they want.
Key Takeaway #4: Micro Moments Can Shift Everything
The idea of work-life balance often feels out of reach, but Michelle believes small moments of connection and joy are powerful tools in burnout prevention.
“You’re not getting it at work. You can make the point of getting it outside of work. You can get it at lunch. You can get it when you stop at the store.”
Jenn agrees:
“It could be like going over and striking up a conversation with my neighbor or maybe just like having a joke or laugh with someone at the grocery store.”
When you are experiencing burnout, finding joy in small, meaningful ways helps shift your relationship with stress. Michelle explains:
“A lot of the impact stress has on us is not really about the stress. It’s about how we perceive the stress.”
Leadership Development That Aligns with Purpose
Burnout prevention requires more than wellness tips or time management hacks. It involves developing leadership skills that foster clarity, connection, and a sense of purpose. That’s why Crestcom’s leadership training programs help leaders explore mindset, motivation, and meaningful goals, while learning how to manage stress and lead more effectively. By aligning leadership development with personal values and team needs, organizations can create a culture where everyone has the tools to thrive. Michelle’s work reminds us that thriving leaders build thriving teams.
Connect with Michelle Niemeyer
Want to explore Michelle’s tools for building clarity and resilience? She offers multiple ways to stay connected:
Text CLARITY to 33777 (or follow this link) to access her free clarity exercise and join her community
Visit her website: michelleniemeyer.com
Connect on LinkedIn
Her resources include guided assessments, mastermind sessions, and coaching programs that help high achievers prevent burnout and rediscover purpose.
The Connection Between Leadership and Burnout
At Crestcom, we believe that preventing burnout starts with better leadership. Our complimentary leadership skills workshop is designed to help leaders build trust, improve communication, and work smarter, not harder.
Ready to align your leadership with what matters most? Request your free workshop today
Listen to the Full Episode
To hear the whole conversation between Jenn DeWall and Michelle Niemeyer—including a powerful guided clarity exercise—tune in to The Leadership Habit Podcast: How to Overcome Burnout by Aligning with What Matters Most with Michelle Niemeyer.
And if you found this episode helpful, be sure to share it with a friend or colleague who might be struggling with burnout.
The post How to Overcome Burnout by Aligning with What Matters Most with Michelle Niemeyer appeared first on Crestcom International.
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 succession, a leader interested in sustainable growth, or simply curious about new organizational models, this episode is a must-listen.
Meet John Abrams, Founder and Author
John Abrams founded South Mountain Company in 1973 and spent nearly 50 years turning it into one of the highest-scoring B Corps in the world. In 1987, he transitioned the company to a worker cooperative—at a time when there were only a dozen such businesses in the U.S. Today, he’s a leading voice on employee ownership and runs a consulting firm helping others do the same.
“My only goal was to leave the company in the best shape it’s ever been,” Abrams reflects. “And as I look at it now, it’s in better shape than that.”
Employee Ownership Isn’t Just a Trend—It’s a Solution
Employee ownership isn’t just a feel-good concept—it’s a proven way to address economic inequality, increase engagement, and build more resilient businesses. Abrams highlights the stark economic disparity that has grown over the past few decades, pointing out that at the end of the 1970s, the typical corporate CEO earned roughly 20 times the typical worker’s salary. Today, that ratio is more than 250 to 1.
This widening gap has left many workers feeling disillusioned and undervalued. In contrast, employee-owned companies offer a model where profits, decision-making, and purpose are shared more equitably among employees. Studies have shown that these organizations tend to have higher retention, better morale, and stronger long-term performance. In a moment when Americans are seeking more stability and fairness at work, employee ownership offers a powerful solution.
There’s More Than One Path to Ownership
Many leaders assume that converting to employee ownership means launching an ESOP—and nothing else. But as Abrams explains, there are three primary structures:
ESOPs (Employee Stock Ownership Plans), which are tax-advantaged and ideal for larger businesses
Worker Cooperatives, which emphasize democratic governance and are common in smaller organizations
Employee Ownership Trusts, popular in the UK and gaining traction in the U.S., which allow founders to sell their companies to employees through a trust structure
Abrams urges founders to explore all options:
“There’s no right answer to this. Every business is different. Each has its own culture, its own values, its own aspirations.”
By understanding these pathways, leaders can choose the structure that best aligns with their company’s size, goals, and values, ensuring a smoother transition and greater long-term success.
Succession Planning Is an Urgent Need
According to Project Equity, nearly half of privately held businesses in the U.S. are owned by people over the age of 55. That means millions of businesses will change hands or cease to exist over the next 15 to 20 years. Yet most small businesses have no succession plan in place.
Abrams calls this a silent crisis:
“Trillions of dollars will change hands in the coming years, and many of those businesses will close or be sold to private equity. Employee ownership offers another way.”
Instead of shuttering companies or watching their missions erode under new ownership, founders can consider selling to their employees. This protects jobs, preserves local economies, and honors the culture they’ve worked so hard to build. It’s not just succession—it’s legacy planning.
Culture Matters More Than Control
One of the most surprising myths about employee ownership is that it leads to chaos or a lack of leadership. Abrams flips that idea on its head:
“Employee-owned companies need stronger leadership, not weaker. The key is separating what decisions owners make from what managers lead.”
He also encourages business owners to view every new hire as a potential owner, which shifts how companies recruit and develop talent. Hiring for long-term alignment, rather than just immediate skills, ensures a stronger culture over time.
Culture is one of the strongest predictors of employee engagement, and that’s critical right now. Gallup’s 2025 State of the Global Workplace report shows that only 21% of employees worldwide are actively engaged at work. Companies that create a sense of shared purpose, transparency, and involvement—hallmarks of employee-owned businesses—have a significant competitive edge when it comes to attracting and retaining top talent.
Redefining Growth for a Sustainable Future
Many leaders are pressured to pursue growth for growth’s sake, but Abrams argues for a more mindful approach.
“There’s another word besides growth—and that is ‘enough.’ Sometimes, enough is enough.”
He challenges the notion that success is only measured by expansion or shareholder returns. Instead, he encourages leaders to define growth in terms of depth, not just scale: getting better, not just bigger.
This mindset isn’t anti-profit. In fact, it can lead to more sustainable, values-aligned success. Abrams calls it the “triple bottom line”: profit, people, and planet. Companies that adopt this framework prioritize long-term health, community well-being, and employee satisfaction, rather than pursuing quarterly wins at all costs.
As he puts it, “The ideology of continuous growth… that’s the ideology of the cancer cell.” True leadership means knowing when growth serves the mission—and when it undermines it.
Why It Matters
Leadership isn’t just about profits—it’s about purpose and legacy. This episode is a timely reminder that how we structure businesses has a direct impact on employee engagement, community resilience, and long-term sustainability.
As Abrams puts it, “We can all share in the bounty.” Employee ownership isn’t a radical concept—it’s a practical solution for preserving what matters most in business: people, culture, and impact.
Where to Find More from John Abrams
Buy his book: From Founder to Future: A Business Roadmap to Impact, Longevity, and Employee Ownership.
Check out his consulting firm, Abrams & Angell
Connect on LinkedIn
Looking to strengthen your leadership bench or plan for long-term success?
🔗 Request a Complimentary Leadership Skills Workshop
The post Why Employee Ownership Matters More Than Ever with John Abrams appeared first on Crestcom International.
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 Service Expert
Lisa Ford is a globally recognized customer service expert, keynote speaker, and author of Exceptional Customer Service: A Guide to Delivering Exceptional Service. She created the bestselling video series “How to Give Exceptional Customer Service,” which held the #1 spot in the U.S. training market for five consecutive years.
Lisa has advised major companies, including Pfizer, Viacom, and Kaiser Permanente, and was inducted into the Speakers Hall of Fame in 2002. She currently serves as a faculty member at Crestcom International, where she helps leaders create lasting impact through exceptional customer relationships.
Customer Loyalty Begins with the Experience
According to Lisa, loyalty goes beyond a single transaction. It’s about building a meaningful connection that lasts. Customers may love your products or services, but if they don’t feel valued, they won’t stay loyal for long.
“A happy customer doesn’t just return—they become your advocate,” Lisa explains. “Customer experience is your greatest competitive edge.”
Beware of the Digital Disconnect
While technology can enhance convenience, it shouldn’t replace human connection. Lisa emphasizes that too many companies rely on chatbots or automated responses, forgetting that frustrated customers still want to talk to a real person. If your chatbot creates more friction than solutions, you risk losing customers. “Customers want speed and convenience—but also the human touch,” she says.
She encourages leaders to find the right balance between automation and human interaction. This is especially important on social media and self-service platforms. It helps ensure customer satisfaction remains high.
Her tip? Combine digital tools with real human support, and make it easy for customers to reach a person when needed.
3 Questions Every Leader Should Ask
Lisa offers a powerful reflection exercise for leaders who want to improve customer loyalty:
Where are you hard to do business with?
What’s the cost of a small mistake?
What is your weakest link?
By regularly reviewing the entire customer journey, leaders can find hidden frustrations. They can fix these issues before they hurt the customer experience.
Hire, Train, Empower, and Recognize
Great customer service starts with great leadership. Creating a culture of customer loyalty starts with the right team. Lisa emphasizes hiring people with the right attitude, not just skills. Then, invest in training that includes both technical know-how and essential soft skills like empathy, communication, and listening.
And don’t stop there—employees must feel empowered to make decisions and solve problems. Leaders should also take time to recognize great service moments, reinforce the organization’s values, and share real stories of empowered behavior in meetings.
“If your team doesn’t feel appreciated or listened to, they won’t feel empowered to deliver your brand promise,” Lisa explains.
Keep the Customer Top of Mind—Always
Lisa shares one of her favorite exercises: keep an empty chair in every team meeting to represent the customer. This visible reminder helps ensure that every decision is made with the customer experience in mind.
Where to Find More From Lisa Ford
Visit her website: LisaFord.com
Connect on LinkedIn: linkedin.com/in/lisaford1/
Reach out by email: lisa@lisaford.com
Read Her Book: Exceptional Customer Service
Bring Great Customer Service to Your Organization
Lisa Ford’s approach to customer loyalty is part of Crestcom’s leadership development program. If your team is looking to improve customer experience, drive customer satisfaction, and retain more existing customers, we invite you to explore our Complimentary Leadership Skills Workshop.
You’ll gain practical tools to build customer relationships, align your team around service excellence, and turn every interaction into an opportunity to create a happy customer.
The post How to Build Customer Loyalty that Lasts with Lisa Ford appeared first on Crestcom International.
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 spots can undermine the very qualities that make someone a strong leader. The good news? With self-awareness and reflection, these behaviors can be corrected.
Meet Jamie Woolf, CEO of Creativity Partners
Jamie Woolf brings more than 30 years of experience in organizational behavior and workplace culture. As the first Director of Culture at Pixar, she helped shape environments that nurtured creativity and trust. Through her consultancy, Creativity Partners, Jamie has worked with Google, DreamWorks, Gilead, and other major organizations to develop leaders who elevate teams through clarity, emotional intelligence, and humanity. Her work focuses on bringing more respect, trust, and authenticity into the workplace, starting with understanding your own influence as a leader.
Why Good People Become “Bad” Bosses
Many “bad boss” behaviors don’t stem from malice but from stress, blind spots, or outdated mental models of leadership. Jamie introduces the idea of power blindness—when leaders forget what it feels like to be on the receiving end of their authority. A simple behavior, like canceling a one-on-one meeting or sending late-night emails, can unintentionally signal disrespect or unrealistic expectations.
Recognizing Leadership Derailers
Even well-meaning leaders have derailers—traits that show up under stress and negatively impact their teams. Using the Hogan Assessment as a framework, Jamie explains how a strength like enthusiasm can morph into over-intensity, or how cautiousness can become paralysis. Leaders must learn to recognize when their “strengths in overdrive” are doing harm.
Feedback: A Leadership Superpower
Feedback can be hard to hear, especially when it challenges how we see ourselves. But as Jamie Woolf reminds us, it’s one of the most important tools a leader has to grow. “It’s our ego—we humans have fragile egos,” she says. “So just take a beat and let your physiology settle. Even the word feedback can trigger a physical reaction.”
Instead of jumping into defensiveness, Jamie recommends slowing down and getting curious. She offers a practical tip: ask yourself, “Where is maybe 5% of truth in this, even if 95% I might disagree with?” That mindset shift allows leaders to stay open without immediately dismissing what’s being said.
Jenn also notes that many leaders hear the same feedback over and over but still act surprised. “It’s wild,” she says. “You likely heard a variation of that feedback from your spouse, your boss, your child—but we still pretend it’s new.”
Jamie adds, “That’s because our strengths, when overused, become our shadow sides. Passion becomes intensity. Caution becomes paralysis. Feedback helps us recognize those patterns—if we’re willing to hear it.”
How to Increase Self-Awareness
Self-awareness isn’t a one-time realization—it’s a daily practice. Jamie encourages leaders to ask reflective questions often, such as:
“Have people disagreed with me recently?”
“Am I talking more than listening in meetings?”
“How is my stress showing up in my body, and is it rippling out to my team?”
These aren’t just hypothetical questions—they’re a self-check for power blindness.
“Just knowing that by virtue of your title, people are treating you differently is a game-changer,” Jamie says. “If your team meetings are too harmonious or too courteous, that’s a red flag. People may not feel safe enough to tell the truth.”
Before any meeting, she recommends taking a moment to pause and ask yourself, “What’s my intention? How do I want to show up?” That simple practice can help leaders act with more clarity, humility, and openness.
Repairing Leadership Mistakes
Even the best leaders have bad days, but what separates a great boss from a bad one is what they do next. According to Jamie, it starts with accountability.
“Say you got too defensive or shut someone down,” she says. “You don’t just say, ‘Sorry, I was having a bad day.’ You reach out and say, ‘Here’s how I showed up. I’ve been thinking about what you said. Here’s the gem I found in your feedback, and here’s what I’m going to do differently.”
That kind of repair is what builds real trust over time. “Self-blame is still ego-driven,” she explains. “It’s not about beating yourself up. It’s about recognizing the gap between your intention and your behavior—and then course correcting.”
Jenn sums it up simply: “We all show up as less ideal versions of ourselves. Every single person you’ve encountered does. But growth starts when we admit it and choose to lead better.”
Where to Find More From Jamie Woolf
Want to explore Jamie’s work and resources in more depth? Here’s where to connect:
creativity-partners.com
Email: jamie@creativitypartners.com
Coming soon: Download the Power Blindness Assessment and watch Jamie’s TED Talk on the same topic.
Want to Become a Better Boss?
Leadership isn’t about being perfect—it’s about being aware. If you’re ready to develop your emotional intelligence, enhance your leadership skills, and unlock your team’s full potential, Crestcom is here to help.
Sign up for a complimentary Leadership Skills Workshop where you’ll learn practical ways to build trust, strengthen communication, and improve accountability across your team.
Request your free workshop here.
The post Why Good Humans Become Bad Bosses with Jamie Woolf appeared first on Crestcom International.
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.
Whether you’re a CEO or an aspiring manager, this conversation will challenge your assumptions and offer a powerful framework to lead with greater authenticity and impact.
Meet Elina Teboul
Elina Teboul is a globally recognized leadership expert and executive coach with a unique career journey. She began her professional life as a corporate attorney at a top New York City law firm before pivoting toward her true passion—understanding what drives purposeful, conscious leadership. She holds advanced degrees in psychology and law from Columbia University and now runs a successful leadership advisory practice in London. Elina is also an adjunct professor at Fordham Law School, a keynote speaker, and the author of the book Feminine Intelligence: Reclaiming Wholeness in Leadership and Life.
Balancing Head and Heart: Masculine vs. Feminine Intelligence in Leadership
Throughout the episode, Elina shares how traditional leadership models have long favored masculine traits—rational thinking, assertiveness, linear decision-making—while often devaluing qualities linked to the feminine, such as empathy, creativity, and emotional intuition. As she puts it, “We are only half human if we ignore the more intuitive, relational parts of ourselves.”
Jenn reflects on her own experience working in male-dominated corporate cultures and recalls feeling like showing emotion made her appear weak. Elina emphasizes that embracing feminine intelligence is not about abandoning structure but integrating multiple dimensions of human intelligence to become whole: “This is not about gender. It’s about energy—and the need for balance.”
The TRUE Framework: A Roadmap to Conscious Leadership
A central highlight of the episode is Elina’s TRUE framework—a simple yet powerful guide to help leaders become more conscious, self-aware, and effective. TRUE stands for Time, Relationships, Uncertainty, and Emotions—four domains Elina believes every leader must master to reach their full potential.
Time: “The most senior, successful leaders are stingy with their calendars,” Elina says. They make space for thinking, feeling, and aligning with purpose. Blocking time for reflection isn’t optional—it’s essential. Jenn adds, “Even five minutes before a meeting can make a huge difference in showing up with clarity.”
Relationships: At the heart of great leadership is the ability to build meaningful connections. “We all think we’re good listeners, but most of us are not,” Elina shares. True listening requires setting aside ego, mirroring what we hear, and being open to perspectives that challenge our own.
Uncertainty: Leadership isn’t about having all the answers—it’s about having the courage to sit with complexity. “Most people default to logic and control,” Elina explains, “but true innovation happens when we expand the space between stimulus and response.” Embracing uncertainty allows leaders to access empathy, intuition, and creativity.
Emotions: Emotional intelligence starts within. “You have to know your triggers—often rooted in childhood—before you can manage them,” Elina says. By understanding the stories that shape our responses, we can better lead ourselves and others. Jenn agrees: “If you can’t own it, you can’t control it.”
This framework is more than a tool—it’s a call to lead with your whole self. As Elina puts it, “When we ignore parts of ourselves, we limit our potential. TRUE is about reconnecting with our full humanity.”
Leadership Through Balance, Not Extremes
Throughout the conversation, Elina makes it clear that feminine intelligence isn’t about gender—it’s about energy. While traditional leadership models often emphasize masculine traits like logic, assertiveness, and linear thinking, Elina advocates for integrating the equally powerful feminine traits: intuition, empathy, creativity, and connection.
She shares a striking example from her book—a story about Lieutenant Chris Hughes in Iraq, who de-escalated a tense situation not with force, but by choosing empathy and stillness. “It’s a perfect example of feminine intelligence in action,” she notes. “Whether you’re on the battlefield or in the boardroom, that kind of presence changes everything.”
The episode is a powerful reminder that conscious leadership starts with inner work. “You can’t create a values-driven culture if you haven’t done the work to understand your own,” Elina says. And as Jenn reflects, “This isn’t just about being a better leader—it’s about being a more whole human.”
By the end of the episode, Jenn and Elina make the case that authentic leadership begins with self-awareness. Leaders must do the inner work to uncover childhood triggers, understand emotional patterns, and develop the courage to lead authentically. As Elina puts it: “If you ignore parts of yourself, you limit your full potential.”
Where to Find More from Elina Teboul
📘 Buy the book: Feminine Intelligence
💼 Connect with Elina on LinkedIn
🌐 Visit Elina’s Website
Want to Unlock Your Team’s Full Potential?
If you’re ready to develop your leadership skills and create a more balanced, purposeful approach to leading, Crestcom can help. We offer a complimentary, 2-hour Leadership Skills Workshop designed to help you and your team improve decision-making, build trust, and increase accountability.
Request your free workshop here: crestcom.com/freeworkshop
The post Feminine Intelligence in Leadership With Elina Teboul appeared first on Crestcom International.
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 experience shaping leadership and culture strategies at powerhouse organizations like Microsoft and T-Mobile, Andrea has made it her mission to help leaders ditch fear-based leadership and foster high-performance, human-centered cultures.
After two decades in corporate roles, Andrea launched A3 Culture Lab to equip leaders with the tools to lead with clarity, courage, and consistency. Her coaching approach blends neuroscience, mindset mastery, and bold truth-telling to drive measurable results. When she’s not speaking or coaching executives, Andrea runs a lavender farm off the coast of Seattle—yes, really—where she distills her own essential oils and teaches meditation as part of her own journey to combat burnout and embrace balance.
How Consistency Builds Trust and Team Performance
In this insightful episode, Andrea and Jenn explore the connection between emotional intelligence, consistency, and leadership credibility. Jenn sets the tone by explaining, “Consistency truly matters to our mental health, our happiness, and our sense of engagement at work.” Andrea agrees, noting that inconsistent leaders can unintentionally create fear, confusion, and disengagement on their teams.
Andrea outlines her A3 model for consistent leadership: Authenticity, Autonomy, and Accountability. Leaders who master these three areas are better equipped to build trust and create psychological safety on their teams.
“Fear can’t build trust,” Andrea explains. “In fact, fear cannot create innovation. When we are in fight or flight, our brains literally are not flowing with the creativity that we often want from our teams.”
She encourages leaders to examine themselves and identify how fear manifests in their leadership style—through micromanagement, perfectionism, or over-functioning—and then work toward leading with more intentionality and emotional self-awareness.
Jenn adds, “So many people truly believe that they are much more aware of how they show up than what they actually are.” The problem is that most of our thoughts and behaviors are driven by subconscious patterns. Andrea explains that building trust in leadership starts with identifying your own emotional triggers and physical signals—whether it’s a clenched jaw or a tapping foot—and choosing how to respond.
A simple yet powerful question leaders can ask themselves is: “How do I want to show up for these people, and am I there right now?” That pause, Andrea says, creates the space for intentionality and emotional regulation, both of which are critical to building trust and improving team performance.
“Your mindset is your edge, and your behavior becomes your brand,” Andrea emphasizes. “It’s not about being perfect. It’s about being present.”
Jenn underscores that leaders must slow down and reflect: “The moment you don’t have enough time to simply pause and set an intention with how you want to show up… It’s going to cost you more time in the end.”
Where to Find More from Andrea Wanerstrand
Connect with Andrea on LinkedIn
Learn more about her coaching and programs at A3culturelab.com
Follow her insights on leadership, neuroscience, and mindset via her blog and speaking engagements.
Want to become the kind of leader who builds trust and drives performance consistently?
Discover how Crestcom’s leadership development programs can help you and your team unlock their full potential.
👉 Request your complimentary Leadership Skills Workshop today!
The post Building Trust in Leadership with Andrea Wanerstrand appeared first on Crestcom International.



