Why Most Culture Initiatives Fail Before They Begin
Rich Baron • December 15, 2025
The Hidden Reason Culture Initiatives Fail — And What Leaders Must Do Differently
For years, organizations have poured time, energy, and resources into improving culture—launching new values campaigns, rolling out engagement surveys, installing recognition platforms, and hosting leadership retreats. Yet despite these investments, many leaders quietly admit a frustrating truth:
“Our culture isn’t improving fast enough. Something still isn’t working.”
And they’re right—because most culture initiatives overlook the single greatest predictor of cultural success:
Leadership readiness.
Not leadership skills.
Not leadership knowledge.
Not leadership intent.
But leadership readiness to transform culture at the depth required for real change.
This is where the vast majority of organizations stall.
And it’s exactly where most traditional culture tools fall short.
Culture Doesn’t Fail Because People Resist Change—It Fails Because Leaders Aren’t Aligned
When organizations struggle culturally, most executives assume:
- employees are disengaged
- teams resist change
- people lack motivation
- communication needs to improve
But the data tells a very different story.
The biggest cultural breakdowns rarely originate at the employee level.
They originate in the misalignment of leadership:
- Leaders seeing the culture differently
- Leaders overestimating readiness
- Leaders unclear on the vision
- Leaders inconsistent in communication
- Leaders making uneven talent decisions
- Leaders not modeling the behaviors they expect from others
This misalignment creates confusion, friction, and hesitation throughout the organization. People feel the gaps long before they can articulate them.
And when leaders aren’t unified, culture cannot—and will not—transform.
Where Culture Initiatives Go Wrong — And What Works Instead
Understanding why culture initiatives fail is the first step.
Understanding what to do differently is what separates organizations that stall from those that transform.
Mistake #1: Failing to Assess Senior Leadership Readiness First
Many organizations jump straight to employee culture surveys and engagement data. This is the equivalent of putting the cart before the horse.
Culture is a top-down function. As the CEO goes, so goes the culture. Without understanding leaders’ willingness, desire, and capacity to lead change, culture initiatives become performative at best—and destructive at worst.
I’ve personally seen organizations gather honest employee feedback, only to do nothing with it because the senior leadership team was not prepared or committed to addressing what real change required. Or most commonly, they have no idea what to do with the information. When leaders ask for input and then ignore it, regardless of the reason, trust doesn’t just stall—it erodes further.
The JMG Solution
JMG starts culture transformation where culture actually begins: with leadership.
The CTRA-40: The Cultural Leadership Readiness Assessment
- The CTRA-40 measures:whether leaders recognize the need for transformatio
- How aligned they are on strategy and purpose
- Whether they possess the courage, maturity, and clarity required
- How effectively they communicate
- Whether talent systems support cultural goals
- How consistently they measure and course-correct
The assessment uncovers something leaders almost never see:
Optimism ≠ Readiness
Intent ≠ Alignment
Confidence ≠ Capability
Mistake #2: Failing to Measure Both Culture and Engagement
Many organizations treat employee engagement and organizational culture as interchangeable. They aren’t.
Engagement measures how people feel about their work.
Culture measures the collective character, values, beliefs, and behaviors shaping how work actually gets done.
It’s entirely possible to have engaged employees operating within a misaligned or unhealthy culture—at least temporarily. Deeper issues like mistrust, fear, or lack of clarity often remain hidden until performance, retention, or execution begins to suffer.
The JMG Solution
JMG separates what most organizations conflate.
The Five Cultures of Culture Assessment (5CCA) measures the true health and strength of the culture
If the CTRA-40 shows leadership readiness, the 5CCA reveals:
- how people experience the culture
- how they think, feel, and behave
- the strength of collaboration and trust
- the presence (or absence) of alignment and clarity
- whether teams demonstrate accountability and cohesion
Together, these two tools give organizations something they’ve never had before:
A complete, data-driven picture of employee engagement, culture, and the leadership dynamics shaping it.
1. This clarity transforms decision-making.
2. It informs communication.
3. It accelerates alignment.
4. Engagement becomes a downstream outcome—not a proxy
Culture is a leading indicator of engagement and operational success. Measuring it accurately is foundational.
Simply put, it eliminates the guesswork that derails most culture initiatives.
Mistake #3: Conducting In-House Culture Assessments
I cannot stress enough that this is one of the most damaging mistakes organizations make.
When culture is strained or toxic, you can rest assured that the rest of the company knows where the faults are. This being said, when HR sends out a survey asking where the problems lie, do you think that you are going to get truthful answers? Simply put, if you have a toxic or failing culture, senior leadership, including HR, is already viewed as the bad guys. More often than not, there are already trust issues.
In those environments, internal surveys rarely surface the truth. Fear, skepticism, and low trust shape responses long before meaningful insight reaches leadership.
The JMG Solution
JMG assessments are conducted by a JMG Master Certified IL Executive Coach, ensuring:
- true anonymity
- psychological safety
- unfiltered insights
- objective interpretation
Without trust, data lies.
Without objectivity, leaders gain false confidence.
Mistake #4: Blaming Employees for a Failing Culture
A failing culture is not caused by frontline teams or individual contributors.
Culture reflects leadership behavior—plain and simple. If you’re looking everywhere except the C-suite to diagnose cultural health, you’re looking in the wrong place.
The JMG Solution
JMG places responsibility for culture where it belongs: with leadership.
The CTRA-40 and 5CCA assessments make leadership alignment, accountability, and behavioral consistency visible.
Employees don’t create culture. They respond to it.
Mistake #5: Treating Culture as a One-Time Initiative
Culture is not a project, it’s a living system.
Organizations that treat culture as something to fix, launch, and move past inevitably regress.
The JMG Solution
JMG embeds measurement, feedback, and course-correction into the transformation process.
Culture is continually measured, reinforced, and refined—led by the CEO and modeled throughout leadership.
Mistake #6: Confusing Perks with Culture
Ping-pong tables, free lunches, and modern offices don’t create trust, alignment, or meaning.
They’re benefits—not culture. Simply said, perks do not care about how your employees feel at work.
People don’t leave organizations because they lack perks. They leave because of how leadership makes them feel.
The JMG Solution
JMG focuses on what actually shapes culture:
- leadership behavior
- trust and psychological safety
- alignment and accountability
- clarity of purpose
- consistent decision-making
Perks are optional. Leadership is not.
The Path Forward: Cultural Transformation by Design, Not by Hope
Organizations that succeed don’t rely on slogans, retreats, or surface-level engagement work. They take a disciplined approach:
1. Assess leadership readiness (CTRA-40)
2. Assess cultural health (5CCA)
3. Align leaders around a shared reality
4. Transform leadership behavior from the inside out
5. Install systems that reinforce the desired culture
6. Measure, refine, and course-correct continuously
When leaders unite around the truth of where they are—and the courage of where they need to go—culture accelerates. Trust increases. Teams thrive. Execution sharpens.
The outcome? Organizations reach levels of performance they once believed were out of reach.
The Bottom Line
Culture doesn’t change because leaders talk about it; Culture changes because leaders embody it. And they cannot embody what they have not yet taken ownership of.
When leadership alignment deepens, culture strengthens.
When culture strengthens, performance transforms.
And when performance transforms, organizations unlock the results they’ve been chasing for years.
This is the work JMG does.
This is the work that changes everything.
If you want to learn more about how JMG can help you transform your leadership and reignite your organizational culture, reach out to us here:
About the Author
Rich Baron is the Chief Operating Officer and Director of Global Coaching Projects at John Mattone Global (JMG) and a Master Certified Intelligent Leadership® Executive Coach. He partners with C-level leaders and high-potential executives around the world to strengthen trust, elevate culture, and drive sustainable transformation.
Rich leads large-scale coaching and cultural initiatives across multiple regions and industries, and serves as a strategic bridge between executive teams, HR, and global coaching networks. He is also the co-host of the Mainline Executive Coaching ACT podcast, recognized as one of the top executive coaching podcasts globally, where he explores the real-world challenges and opportunities facing today’s leaders.
Through his work, Rich is dedicated to CHANGING THE WORLD One Leader, One Organization at a Time® by helping leaders move beyond performance and build the inner architecture required to become world-class executives.

The First World War, occurring from 1914 to 1918, brought unprecedented destruction and violence. The impact of the First World War, in particular, forever transformed the nature of war. This conflict witnessed the deliberate targeting of civilians, the widespread use of chemical weapons, and the introduction of mechanized warfare on a large scale. The death toll reached a staggering 22 million people, with some accounts putting the toll closer to 37 million. However, amidst the chaos and brutality of the First World War, a brief and remarkable moment of peace unfolded on Christmas Day in 1914. It Will Be Over by Christmas Many of the 60 million soldiers sent to fight in the First World War were told that the war would be over by Christmas—a promise that turned out to be yet another falsehood in a conflict plagued with deception and misinformation. After war was declared in July 1914, it became clear by Christmas of that year that there was no end in sight. The Western Front was dotted with trenches, where millions of soldiers were packed together, enduring freezing conditions. Many of these soldiers were astonishingly close to their enemies, with the British and German trenches sometimes separated by a mere 30 meters. According to Daniel Coyle in his best-selling book “The Culture Code”, soldiers on both sides, because of proximity to each other, started noticing shared patterns of behavior and routines of cooking, re-supply, and troop rotations. Deepening the connection was the realization that both sides were enduring the same terror and stress of harsh conditions. On the late hours of Christmas Eve, German troops started opening gifts that they had received from home, including Christmas trees adorned with candles. The soldiers lit their lanterns and placed them along the edges of their trenches, creating a warm and festive atmosphere. As the candles flickered, the sound of carol singing resonated through the air. A Personal Account Bruce Bairnsfather, a British machine gunner who would later become a well-known cartoonist, vividly described the scene in his memoirs. Like his fellow infantrymen from the 1st Battalion of the Royal Warwickshire Regiment, Bairnsfather spent Christmas Eve shivering in the muddy trenches, desperately trying to keep warm. Having fought against the Germans for the past few months, he found himself in the Bois de Ploegsteert region of Belgium. In this unforgiving environment, Bairnsfather, cramped in a trench only three feet deep and three feet wide, faced constant sleeplessness and fear. His days and nights were filled with the repetitive cycle of anxiety, surviving on stale biscuits and cigarettes too damp to light. At about 10 p.m., Bairnsfather noticed a noise. “I listened,” he recalled. The Germans were singing carols, as it was Christmas Eve. The British soldiers in the trenches joined in by singing back. Amid this peaceful moment, a surprising occurrence unfolded. Bairnsfather and his comrades heard a bewildered shouting from the German side, causing them to pause and listen intently. The voice belonged to an enemy soldier who spoke English with a distinct German accent, calling out, "Come over here." In a remarkable turn of events, the British and French troops, inspired by the Germans, also participated in the Christmas truce. Fear and suspicion were set aside as soldiers began to exchange greetings and well-wishes between the trenches. Offers for a temporary ceasefire were communicated and accepted. With the dawn of Christmas morning, soldiers cautiously stepped out into no man's land. They greeted one another and engaged in an awe-inspiring display of humanity. Messages and gifts were shared as soldiers from opposing sides momentarily set aside their enmity. In some areas, caps and jackets were repurposed as goalposts, leading to impromptu and joyful football matches. It is even said that the Germans emerged victorious in one of these games with a final score of 3-2. Another British soldier, named John Ferguson, recalled it this way: “Here we were laughing and chatting to men whom only a few hours before we were trying to kill!” The temporary cessation of fighting continued in certain areas until the arrival of the New Year, but ultimately, the pause proved to be brief and the peace was short-lived. Although there were several other instances of similar truces during the war, none were as widespread or significant as the Christmas truce of 1914. Disapproval from Senior Leaders As expected, certain high-ranking officers on both sides viewed the Christmas Truce with disapproval. They issued orders explicitly forbidding any association with the enemy and warned of potential punishments for those who disobeyed, even execution for cowardice by firing squad for those who attempted to start another truce. However, the soldiers, who were already weary from the war (unaware of the years of continued fighting ahead), chose to take matters into their own hands. They defied the orders and acted independently to establish moments of peace, albeit temporary, amidst the turmoil of war. In an alternate account, it is reported that a German soldier named Adolf Hitler reprimanded his comrades during the Christmas Truce, expressing his disapproval by stating, "Such a thing should not happen in wartime. Have you no German sense of honor left?" Hitler, who was 25 years old at the time, conveyed his disdain for the temporary ceasefire. What Can We Learn as Leaders If enemies on the battle lines can create a culture of safety, respect, and belonging even during war, it suggests that similar conditions can be replicated within organizations. And indeed, there are ways to achieve this. According to Coyle, organizations that foster a strong sense of belonging can address the following questions to ensure a positive response from employees: 1. Are we connected? - Encourage open communication and collaboration among team members. - Foster a sense of unity and shared purpose. 2. Do we share a future? - Clearly, and often, communicate the organization's vision, mission, and goals. - Involve employees in decision-making processes to create a sense of ownership and shared commitment. 3. Are we safe? - Promote a culture of psychological safety where employees completely trust that the organization is a safe place to give 100% while expressing their opinions and taking risks. - Establish policies and practices that prioritize employee well-being and physical safety. To ensure a resounding "YES" to these questions, it is crucial to clearly and consistently communicate the organization's vision, mission, and goals. This can be achieved by: Communicate the purpose: An effective approach to communicate your organization's purpose is by using concise messaging throughout. Avoid using overly complex statements that potential employees may struggle to understand or feel apprehensive about living up to. Articulating the vision: Communicate the long-term aspirations and purpose of the organization. This overarching vision should inspire and provide a sense of direction for all employees. And that they are a crucial part of achieving the vision. Define the mission: Clearly define the organization's mission statement, which outlines its core purpose, main activities, and the value it delivers to its stakeholders. Regularly reinforce this mission to remind employees of the organization's primary focus. My Key Takeaways The Christmas Truce offers valuable lessons about leadership and culture that can be applied in various contexts. Although this event took place over 100 years ago, the lessons we must learn from those brave soldiers are still relevant today. So here are a few of my thoughts and key takeaways: 1. Leaders Set the Tone: The temporary ceasefire during the Christmas Truce was driven by individual soldiers who took the initiative to establish peace. This highlights the importance of leaders setting the right tone and creating an environment that encourages positive actions and behaviors. 2. Humanize the "Enemy": The soldiers involved in the truce showed empathy and compassion towards their supposed enemies. This serves as a powerful reminder that seeing the humanity in others, even in challenging circumstances, can foster understanding and connection. 3. Facilitate Connection and Communication: The Christmas Truce exemplified the power of connection and communication across divides. Leaders should create opportunities for open dialogue, collaboration, and relationship building, fostering a sense of community and common purpose. 4. Encourage Empathy and Respect: The truce demonstrated the significance of empathy and respect in promoting peaceful interactions. Leaders can cultivate these qualities by emphasizing the importance of understanding different perspectives and treating others with dignity and respect. 5. Boldly Challenge Norms: The soldiers who participated in the truce defied the established orders and norms, highlighting the potential for positive change when individuals challenge the status quo. Leaders should encourage everyone in their organizations to think differently and think big. Wrapping Up Even in today's world, the lessons from the Christmas Truce of 1914 remain pertinent. Individuals, regardless of their political beliefs and ideologies, will unite with their families to celebrate the birth of Jesus Christ, who symbolizes peace and salvation. It is a day when we commit ourselves to acts of generosity and spreading kindness to those around us. Afterward, instead of going back to our organizational trenches and shooting at each other verbally from within our siloed walls, we should stay in the “no man’s land” of compromise and conciliation and continue to find solutions to common problems. Like the soldiers in the Christmas Truce, we should make the spirit of goodwill at Christmas last more than one day. By consistently prioritizing and nurturing these elements year-round, organizations can create a culture that fosters a strong sense of belonging, ultimately leading to increased engagement, productivity, and overall organizational success. I wish you all a Merry Christmas and Happy Holidays. Thank you for your continued support and I wish you all the best for the coming new year. About the Author Rich Baron is the Chief Operating Officer and Director of Global Coaching Projects at John Mattone Global (JMG) and a Master Certified Intelligent Leadership® Executive Coach. He partners with C-level leaders and high-potential executives around the world to strengthen trust, elevate culture, and drive sustainable transformation. Rich leads large-scale coaching and cultural initiatives across multiple regions and industries, and serves as a strategic bridge between executive teams, HR, and global coaching networks. He is also the co-host of the Mainline Executive Coaching ACT podcast, recognized as one of the top executive coaching podcasts globally, where he explores the real-world challenges and opportunities facing today’s leaders. Through his work, Rich is dedicated to CHANGING THE WORLD One Leader, One Organization at a Time® by helping leaders move beyond performance and build the inner architecture required to become world-class executives.



