The Unconventional Path to Trust and Understanding

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In today’s rapidly evolving professional landscape, the traditional, linear career ladder is all but extinct. The idea of a predictable climb from entry-level to senior management within a single silo has been replaced by a far more dynamic, fluid, and multidimensional journey. This new workplace leadership demands a different set of skills, ones that are less about technical mastery in one area and more about the ability to connect, adapt, and build bridges. This is a story about that new path, exemplified by leaders who bring a different perspective to their roles. It is a path grounded not in a rigid plan, but in a spirit of adventure, a thirst for exploration, and a deep-seated desire to build genuine human relationships. This journey proves that the strengths we bring to our profession are often forged in the most unexpected of places.

An Unconventional Foundation

Consider the journey of a Chief Information Officer, a title that immediately conjures images of a technical prodigy, perhaps someone immersed in code and chess matches from a young age. But the new model of leadership defies this stereotype. Imagine, instead, a leader whose story begins not with computer science, but with a passion for language. An early thirst to explore the world, to see beyond a familiar horizon, can be a powerful motivator. A college education focused on French and German is not the typical foundation for a technology executive, but it reveals a core strength: a desire to understand others, to see the world from different perspectives, and to communicate effectively. This foundation in liberal arts, once seen as “soft,” is proving to be invaluable in a world where technology and humanity are inextricably linked.

The Pivot: From Culture to Code

A leader’s journey is often defined by key pivot points, those moments of decision that trigger an unexpected but satisfying career. After building a foundation in understanding people and cultures through language, the next step might not be the obvious one. Enrolling in a master of information technology degree program in a new country, for instance, may seem like a sharp left turn. But it can be driven by the same core motivation: a chance to keep learning and a thirst for another adventure. It is in these moments of leaning into the unknown that a true professional life begins to take shape. This leap demonstrates a belief that anything is possible and a willingness to embrace new challenges, a hallmark of resilient and adaptable leaders.

Finding the “Why”: Technology with Impact

A new educational program in a technical field can be more than just a way to travel or learn a new skill; it can become a way to ground a professional life in a deeper purpose. For a budding technology leader, the first taste of how technology could change lives is often a “hook” that sets the course for a career. Developing a system to visualize cancer in the human body, for example, is a profound application of IT. It immediately elevates the work from abstract code to a tangible tool for impact. This experience can be transformative, shifting the motivation from personal adventure to a mission-driven desire to use technology for the greater good. This discovery of a core “why” provides the fuel that can sustain a leader through the inevitable challenges and complexities of their career.

Building Bridges in a Global Arena

The skills of an unconventional background truly shine in a complex, global environment. Beginning a career in a large, international energy company, for instance, provides a massive footprint for growth. Taking advantage of that global scale, with assignments in different countries like France and Belgium, becomes an incredible career move. It is in these roles that the disparate threads of experience begin to weave together. A leader with technical training from a master’s program and business acumen sharpened by a natural curiosity and linguistic skill becomes the perfect liaison between functions. They can speak the language of the engineers and the language of the business, mastering the integration of technology and business to drive real, tangible value. This ability to “translate” is one of the most sought-after skills in modern leadership.

The Bedrock of Impact: Build Trust and Understanding

All of this experience, from studying languages to managing global tech projects, distills into a set of core leadership philosophies. The first and most foundational of these is the commitment to building trust and understanding. A leader’s conviction must be clear: “I really want to understand the business and the needs of our customers.” This is not a passive statement; it is an active pursuit. It requires advocating for constant curiosity, which is demonstrated by asking lots of questions. But asking is only half of the equation. The other half is really listening to what others express, hearing not just their words but the intent and challenges behind them. This combination of active curiosity and deep listening is the foundation for building trust with peers, partners, and teams across the organization.

The Causal Link: From Curiosity to Trust

Trust is not a static state; it is a dynamic outcome that is built over time through consistent, repeated interactions. It begins with that foundation of curiosity. When a leader asks thoughtful, non-judgmental questions, it signals respect. It shows the other person that their perspective is valued and that the leader is genuinely interested in their world, their challenges, and their ideas. This is particularly critical when a leader is in a technical role, like a CIO. The business does not want to hear about servers and code; it wants to know that its problems are understood. By listening intently, a leader can reflect back what they have heard, confirming their understanding and making their colleagues feel seen. This act, repeated over and over, is what forges the bonds of trust.

The Indispensable Nature of Trust

Without this bedrock of trust, a leader cannot make a lasting impact. A leader with low trust, no matter how brilliant, will face constant friction. Their ideas will be met with suspicion, their requests will be second-guessed, and their teams will operate in a state of self-preservation, managing appearances rather than collaborating openly. In a high-trust environment, the opposite is true. Speed increases as bureaucracy and CYA emails decrease. Innovation flourishes because people feel safe to share half-formed ideas. Collaboration becomes genuine as functional silos dissolve, replaced by a shared commitment to a common goal. Trust is the lubricant that allows the gears of an organization to turn smoothly, and it all begins with the simple, human act of seeking to understand.

Practical Steps for Building Trust

Building trust and understanding in a practical, day-to-day sense involves several key behaviors. First, leaders must be reliable. They must do what they say they will do, and if they cannot, they must communicate clearly and early. Second, they must be transparent. This means sharing information openly (within reason), explaining the “why” behind decisions, and being honest about challenges. Third, they must be consistent. People must know that their leader’s values and reactions are stable, not subject to whim or mood. Finally, they must be vulnerable, a topic that deserves its own deep exploration. They must be willing to admit when they are wrong, when they do not know the answer, and when they need help. These behaviors, practiced daily, transform the abstract concept of “trust” into a tangible, powerful asset for career progression.

The Evolution from “Soft Skills” to “Power Skills”

For decades, the professional world dismissed skills like empathy and inclusivity as “soft skills,” nice-to-haves that were secondary to technical prowess or strategic rigor. This old-fashioned view is crumbling. In a modern, interconnected, and knowledge-based economy, these human-centric abilities are the new “power skills.” They are the differentiators that separate a competent manager from an inspiring leader. They are the skills that build high-performing teams, drive innovation, and create a resilient, adaptive organization. This shift requires a conscious effort from all aspiring leaders to move beyond their own perspective and cultivate a genuine appreciation for the complex human beings who make up their workforce. This part of the journey is about flexing those muscles and opening the door to new ways of thinking.

Flex Your Empathy Muscles

Empathy is the ability to understand and share the feelings of another. In a leadership context, it means seeing a problem or an opportunity through the lens of others. This is an incredibly insightful practice that helps bridge functions together, creating a more cohesive and collaborative environment. For example, a technology leader with empathy does not just push a new system on the sales team. They first seek to understand the daily pressures the sales team faces, how this new tool will be perceived, and what fears or anxieties it might create. This empathetic approach allows the leader to anticipate friction, communicate more effectively, and ultimately deploy a solution that is actually adopted and valued. It is a skill that turns a functional liaison into a true strategic partner.

How to Cultivate Empathy

Empathy may seem like an innate trait, but it is more accurately a skill that can be developed and strengthened with practice—like a muscle. The first step is to simply pause. In the fast-paced world of business, our default reaction is to respond, to solve, to act. Simply taking a moment to pause and reflect before responding can provide the necessary space to do this well. In that pause, a leader can ask themselves: “What is the other person feeling right now?”, “What is their perspective on this situation?”, “What pressures are they under that I might not be aware of?”. This intentional, reflective practice interrupts our own biases and assumptions, opening the door to a deeper and more accurate understanding of the other person’s experience.

Cognitive vs. Affective Empathy

It is useful to distinguish between two types of empathy. Affective empathy is when you literally feel what another person is feeling—a shared emotional state. Cognitive empathy, on the other hand, is the ability to understand another person’s perspective and emotional state, even if you do not feel it yourself. In a professional setting, cognitive empathy is often the more critical and sustainable skill. A leader does not necessarily need to feel the panic of a team member facing a deadline, but they must be able to understand that panic, validate it, and take constructive steps to support them. Cognitive empathy prevents emotional burnout for the leader while still providing the necessary insight to build bridges and solve problems effectively. It is a tool for understanding, not just a channel for shared feeling.

Embrace Diverse Points of View

One of the greatest joys and strategic advantages of a leadership role, especially in a complex field like technology, is the constant interaction with people across the entire organization. From finance to marketing, from sales to engineering, each person and function brings a unique and valuable point of view. A wise leader recognizes that this diversity of thought is a critical asset. It takes concerted effort to get to know your team and your peers across the company, to understand their functional goals, their communication styles, and their professional challenges. But that effort, as leaders will attest, always pays off. This is the macro-level application of the same curiosity that builds individual trust.

The Business Case for Cognitive Diversity

Embracing diverse points of view is not just a platitude; it is a core business strategy. Teams that are homogenous, where everyone thinks alike and shares the same background, are incredibly efficient at doing one thing—the same thing they have always done. But they are profoundly vulnerable to blind spots and incapable of breakthrough innovation. True innovation, the kind that creates new products, new markets, and new solutions, comes from the intersection of different ideas. It comes from the friction of a salesperson challenging an engineer’s assumption, or a finance person offering a different model for a marketer’s plan. A leader’s job is to actively seek out and foster this cognitive diversity, creating an environment where dissent is not just tolerated but encouraged.

Unlocking Innovation by Dropping Expectations

The key to embracing diverse points of view is to actively drop our expectations that everyone must show up, think, or communicate in a specific way. We all carry hidden biases and default prototypes of what a “good” employee, a “strong” leader, or a “creative” person looks like. These expectations cause us to over-value people who are like us and under-value those who are different. When we can let go of this rigid mold, we open the door to a world of innovative solutions and new ideas. The person who is quiet in meetings might have the most brilliant idea, but they need a different forum to share it. The employee with the non-linear career path might possess a unique combination of skills that can solve your most complex problem.

Practical Steps for Fostering Diversity of Thought

A leader can take tangible steps to encourage diverse perspectives. In meetings, this can mean actively calling on people who have not spoken, or using techniques like “brainwriting” (where everyone writes down ideas anonymously before discussing) to level the playing field for introverts. It means creating cross-functional project teams to deliberately mix perspectives. It also means, critically, how a leader responds to ideas. If a new or “out-there” idea is met with a “yes, but…” or a quick dismissal, you have just trained that person, and everyone watching, to never share an unconventional thought again. Instead, a leader should respond with “tell me more about that” or “what a fascinating perspective,” creating a space of psychological safety where novel ideas can be explored without fear.

The Synergistic Loop of Empathy and Diversity

Empathy and the embrace of diversity are not two separate skills; they are a synergistic loop. Flexing your empathy muscles allows you to see the value in a diverse point of view that you might otherwise dismiss. And by actively surrounding yourself with diverse points of view, you are constantly challenging your own assumptions and strengthening your empathetic understanding of the world. This human-centric approach to leadership is what builds resilient, innovative, and deeply engaged teams. It is the work of bridging functions, yes, but at a deeper level, it is the work of bridging human experiences, and that is what creates a truly effective and impactful organization.

The Shift from Armor to Authenticity

For a long time, leadership was synonymous with an image of invulnerable armor. Leaders were expected to have all the answers, to show no weakness, and to maintain a stoic, defensive posture against any challenge or criticism. This “armored” leadership is not only exhausting for the person doing it, but it is also profoundly ineffective. It creates a culture of fear, prevents honest feedback, and grinds innovation to a halt. The modern, authentic leader understands that their greatest strength lies not in their infallibility, but in their humanity. This requires a conscious effort to knock down one’s own defensive walls and to see others as whole, complex individuals rather than simple “types.” This is the internal work of leadership, and it is the most difficult and most rewarding.

Knock Down Your Defensive Walls

In order to be effective, hard conversations need to take place. Teams need to be able to discuss what is not working, leaders need to receive honest feedback about their performance, and peers need to navigate conflicting priorities. These conversations are essential for growth and alignment, but they are often avoided because they are uncomfortable. It is a leader’s responsibility to allow a safe space for those conversations to happen. This cannot be accomplished by simple decree. A leader cannot just say “I have an open-door policy” and expect a line of people bearing constructive criticism. The only way to create this safe space is to model the desired behavior. The leader must go first.

Vulnerability as a Leadership Superpower

Modeling this behavior means showing your own vulnerability and actively, gracefully accepting the feedback being delivered. When a leader admits in a team meeting, “I think I was wrong about that last deadline, I apologize,” or “I am struggling to find the right answer here, what does the team think?” they are not showing weakness. They are demonstrating strength, humility, and confidence. They are signaling to everyone on the team that it is safe to be human, to make mistakes, and to speak the truth. This vulnerability is magnetic; it encourages others to model that same example. By knocking down their own defensive walls, a leader gives their team permission to do the same, and in that shared space of authenticity, real problems get solved.

The Neuroscience of Defensiveness

When a leader receives critical feedback, their first, instinctual reaction is often defensiveness. This is a natural, biological response. Our brains are wired to perceive a threat to our social standing or ego in the same way they perceive a physical threat. This triggers a “fight or flight” response, shutting down the creative, collaborative, and higher-thinking parts of our brain. An authentic leader understands this about themselves. They learn to recognize the physical signs of their own defensiveness—a tight chest, a hot face, an urge to interrupt. And instead of reacting from that threatened place, they learn to pause, take a breath, and consciously re-engage their curiosity. They learn to say, “Thank you for that feedback, it is hard to hear but I appreciate it. Tell me more so I can understand.”

Resisting the Temptation to Typecast

A key part of knocking down our own walls is learning to see others clearly, which means resisting the temptation to typecast them. A complex, global organization is like an intricate puzzle. To be effective, a leader has to understand how all the diverse and uniquely shaped pieces fit together to form a whole. We cannot possibly do that if we do not take the time to explore the attributes of each individual puzzle piece. Too often, we fall back on cognitive shortcuts. We typecast people based on their job title, their department, their personality, or their background. We see “the finance guy,” “the creative one,” “the engineer,” or “the admin.” These labels are a form of intellectual laziness, and they are incredibly limiting.

The Damage of Stereotypes

Typecasting is dangerous because it puts people into boxes and blinds us to their true potential. When we typecast, we make assumptions about what people can and cannot do. We assume the “creative one” cannot be good with data, or that the “quiet engineer” would not be a good presenter. These assumptions are not only frequently wrong, but they also become self-fulfilling prophecies. The employee who is never given a chance to work with data will never develop that skill. The engineer who is never asked to present will never gain that confidence. By typecasting, we not only do a disservice to the individual, but we also rob the organization of their full and untapped potential.

Seeing the Whole Person: Skills and Personalities

To resist this temptation, leaders must make a conscious effort to see the whole person. This means understanding not just their skills and technical abilities, but also their personalities, their motivations, their communication styles, and their career aspirations. This requires the same curiosity that builds trust. It means asking questions like, “What part of your job do you enjoy the most?”, “What is a skill you have that you do not get to use in this role?”, or “What are your long-term career goals?”. The answers to these questions often reveal hidden talents, untapped passions, and surprising new ways for that “puzzle piece” to contribute to the whole.

Practical Steps for Defying the Typecast

A leader can implement practical habits to fight this cognitive bias. One simple method is to consciously challenge your first assumption about a person. If you find yourself thinking, “We cannot ask John to lead this client meeting, he is too introverted,” stop and ask yourself, “Is that true? Or have I just never given him the chance?”. Another powerful technique is to create opportunities for people to work outside their defined roles. This could be through “stretch” assignments, cross-functional projects, or mentorship programs. By deliberately mixing people up and giving them new challenges, you are not only developing their skills but also forcing yourself and others to see them in a new, more complete light.

The Authentic, Inclusive Organization

When leaders successfully knock down their own defensive walls and resist the urge to typecast their people, they create a new kind of organization. They build a culture of psychological safety where people feel free to show up as their authentic selves. In this environment, vulnerability is normalized, hard conversations happen constructively, and employees are seen and valued for their unique combination of skills and attributes. This is the fertile ground for innovation, deep engagement, and sustainable high performance. It is a workplace where people are not just cogs in a machine, but whole human beings contributing their best work.

The “Busy” Trap: Output vs. Outcome

In the modern workplace, it is dangerously easy to get caught up in the plan. We are relentlessly focused on moving through the to-do list, meeting deadlines, staying on budget, and focusing on the output of our work. An output is a thing we produce: a report, a piece of code, a completed project plan. We become so focused on the relentless delivery of these outputs that we often forget to ask why we are doing them in the first place. We cannot let ourselves get lost in all the work. We must remain relentlessly focused on the outcome that the work is meant to achieve. An outcome is the measurable change in behavior or the tangible impact we create—a faster process, a happier customer, or increased revenue. A strategic leader’s primary job is to shift the team’s focus from “What did we do?” to “What did we change?”.

The Outcome Mandate: Focusing on Impact

This shift from an output mindset to an outcome mindset is the single most important strategic pivot a leader can make. It is the difference between being a project manager and a value-driver. A team focused on output might celebrate launching a new software feature on time. A team focused on outcome only celebrates when they can prove that the new feature actually solved the customer’s problem or improved a key business metric. This requires a leader to constantly bring the team back to the “why.” Every project, every task, and every meeting should be scrutinized through the lens of impact. Is this work directly contributing to a meaningful, measurable outcome? If not, why are we doing it? This ruthless prioritization is what separates effective teams from merely busy ones.

The Liaison’s Role: Integrating Tech and Business for Value

This focus on outcome is especially critical for leaders in technical or support functions, such as an IT department. An IT team that focuses on output will measure success by “uptime,” “tickets closed,” or “projects delivered.” A strategic IT leader, like a CIO, will instead focus on outcomes. They will measure success by “a 10% reduction in sales cycle time” or “a 15% increase in marketing lead conversion” that was caused by their technology. This requires the leader to be a true liaison, deeply embedded in the business. They must have the technical training, but also the business acumen to master the integration of technology and business to drive value. Their job is not to deliver technology; their job is to use technology to deliver business outcomes.

How to Define and Measure Outcomes

Moving from output to outcome requires a new way of planning and measuring. Instead of creating project plans full of tasks and milestones, strategic leaders create roadmaps based on objectives and key results (OKRs). The objective is the qualitative outcome they want to achieve (e.g., “Improve the new customer onboarding experience”). The key results are the measurable, quantitative metrics that prove they have achieved it (e.g., “Reduce onboarding support tickets by 30%” or “Increase 30-day user retention by 20%”). The team is then given the autonomy to figure out the outputs (the features, tasks, and projects) needed to move those numbers. This approach fosters innovation, as it empowers teams to experiment and find the best solution, rather than just blindly executing a pre-defined plan.

Be Your Most Vigilant Customer

A powerful, and often overlooked, way to maintain this focus on outcome and impact is to become a user of your own products and services. One of the best things about working for an organization, especially one that produces tools for other professionals, is that every single employee can use the products. This is a tremendous strategic advantage. When a CIO and their team are using the same communication software, the same learning platforms, and the Fsame HR systems that they provide to the rest of of the company, they gain an immediate, personal, and unfiltered understanding of the user experience. They are no longer relying on second-hand reports or abstract data; they are their own most vigilant customer.

The Empathy Loop of Internal Use

Using your own solutions is a practical application of the empathy we discussed earlier. It is a way to feel the customer’s pain points. When a leader personally experiences a clunky interface, a slow-loading page, or a confusing workflow, it is no longer a low-priority bug on a spreadsheet. It is a personal frustration. This creates a powerful and immediate feedback loop. It builds empathy within the technology and product teams and creates a visceral urgency to fix problems and improve the experience. This “dogfooding,” as it is sometimes called, is one of the fastest ways to bridge the gap between the people building the product and the people using it.

The Virtuous Cycle of Improvement

By using their own solutions to advance their people, an organization creates a virtuous cycle. First, it directly improves employee satisfaction and optimizes performance. When employees have tools that are intuitive, fast, and effective, they are less frustrated, more engaged, and more productive. Their daily work experience is simply better. Second, this internal use makes for better products for external customers. The organization becomes its own testing ground, its own first and most critical focus group. Bugs are found and fixed faster. Innovative use cases are discovered. The product is hardened and refined by real-world, daily use before it ever reaches the external market. This leads to higher quality, more user-centric products and a stronger competitive advantage.

A Strategic Mandate for All Leaders

This dual focus on outcomes and customer-centricity is the essence of a strategic leader. They lift their team’s gaze from the immediate to-do list to the horizon of “why.” They are not just managers of resources; they are drivers of value. They achieve this by mastering the integration of their function with the broader business, relentlessly asking “What impact will this have?” And they ground this strategic vision in the tangible, daily reality of being their own most vigilant customer, ensuring that the solutions they build are not just technically complete, but genuinely useful, effective, and perhaps even joyful to use. This commitment is what transforms a team from a cost center into an indispensable engine of growth.

The Marathon of a Modern Career

A successful career is not a sprint; it is a marathon, or perhaps a series of demanding endurance races. The relentless pace, constant connectivity, and high-stakes pressure of modern leadership can lead to burnout if not actively managed. A leader who is depleted, exhausted, and running on fumes cannot build trust, show empathy, or think strategically. Therefore, the personal habits and disciplines that sustain a leader’s energy, creativity, and well-being are not “extracurricular” activities. They are a core professional responsibility. This part of the journey is about understanding the personal engine that fuels the professional, and it is a journey defined by a commitment to personal growth, an understanding of one’s own needs, and the intentional pursuit of disconnection.

The Thirst to Explore as a Metaphor for Growth

A leader’s story often begins with a core motivator that defines their entire career. A thirst to explore the world, for instance, can be the initial spark. This adventurous spirit, this desire to see new places and learn from new people, is a perfect metaphor for a growth mindset. A leader with a growth mindset believes that their abilities are not fixed but can be developed through dedication and hard work. They actively seek out challenges, embrace failure as a learning opportunity, and remain perpetually curious. This is the same spirit that can lead someone to study languages in college, pivot to a master’s in information technology, and then seize opportunities to work in new countries. It is a commitment to a life of growing, both personally and professionally.

Grounding the Journey in Purpose

This drive to learn and grow is a powerful engine, but it needs a steering wheel. That steering wheel is a sense of purpose. As we explored earlier, a career can be a series of adventures, but it becomes truly satisfying when it is grounded in a professional “why.” Finding a hook, like using technology to make a tangible impact on people’s lives, can provide that grounding. This sense of purpose is what transforms a job into a calling. It is the anchor that holds a leader steady during the inevitable storms of a career. It provides the intrinsic motivation that is far more powerful and sustainable than any external reward, like a salary or a title. A leader who is connected to their purpose can weather setbacks and maintain their conviction, because the work is about more than just themselves.

The Rejuvenating Power of Disconnection

In our “always-on” culture, one of the most radical and necessary acts of self-preservation and growth is intentional disconnection. A leader’s drive does not just go away, but it must be allowed to change form to match their current life. A leader who is grounded in one place, perhaps with a family, may no longer be able to move to a new country every two years. That adventurous spirit, however, can be channeled. It can be found in taking vacations to new, unvisited places. But it can also be found in the opposite: in the return to a single, cherished place. Finding a spot, perhaps a national park, that draws you back for frequent trips can be a powerful ritual.

Stepping Away to Find Inspiration

There can be something magical about the disconnection from day-to-day life that you experience in a place of natural beauty, surrounded by the crashing ocean waves on rock or the quiet of a forest. This is not just a “nice break”; it is a neurological necessity. Our brains have two primary modes: the task-positive network (which we use for focused work, answering emails, and being in meetings) and the default mode network (which activates when we are at rest, daydreaming, or walking in nature). The default mode network is where our brain connects disparate ideas, where creativity sparks, and where we solve our most complex, underlying problems. A leader who is always “on” never allows their default mode network to engage. Stepping away from technology, from the pings and the demands, is the only way to get the break needed to come back with true inspiration.

The Science of Restoration

This rejuvenating energy from nature and disconnection is a well-documented phenomenon. It provides a cognitive and emotional reset. It lowers stress hormones like cortisol, improves mood, and restores our finite reserves of directed attention. A leader who returns from a camping trip or even just a long walk in the park without their phone is not the same person who left. They return with a clearer mind, a more patient demeanor, and often, the “Aha!” solution to a problem that has been nagging them for weeks. Leaders must model this behavior. They must take their vacations fully, unplugging from work, to show their teams that this kindind of restoration is not just allowed, but essential for peak performance.

A Commitment to Bettering Others

This entire journey of personal and professional growth, of balancing an adventurous spirit with the need for grounding and rest, has a clear outcome. It is a reflection of a life committed to growing in a way that betters others around you. A leader who is secure in their purpose, who is intellectually curious, and who is emotionally and mentally restored is a better leader. They are more patient, more empathetic, more creative, and more resilient. They have the surplus capacity to invest in their people, to mentor them, to listen to their challenges, and to help them grow. Their personal commitment to their own well-being becomes a source of strength and stability for their entire team, creating a positive ripple effect throughout the organization.

The Sustainable Leadership Model

This is the sustainable leadership model. It is not a model of self-sacrifice, but a model of self-stewardship. It recognizes that a leader’s first responsibility is to manage their own energy, so that they can bring their best self to their team. It balances a relentless drive to learn and achieve with a deep wisdom about the need for rest and reflection. This leader is not an invulnerable hero from an old story. They are a resilient, authentic, and grounded human being who understands that their personal growth and their professional impact are two sides of the Ssame coin.

The Final and Most Important Lesson

After exploring the complexities of career progression—from the foundational need for trust and empathy to the strategic demands of outcome-focus and the personal discipline of resilience—it is easy to get lost in the seriousness of it all. We have discussed vulnerability, strategic alignment, customer-centricity, and cognitive diversity. But a career built solely on these principles, without one final, crucial ingredient, would be a hollow and unsustainable pursuit. This final lesson is perhaps the most important, the one that ties everything together and makes the entire journey worthwhile. It is a simple, two-word mandate that is too often forgotten in the corridors of corporate life: Don’t forget to have fun.

Joy as a Professional Strategy

The idea of “fun” at work can often be misinterpreted, reduced to superficial perks like a game room or a forced team-building event. But the fun we are talking about is deeper and more meaningful. It is the genuine joy of a challenge met, the camaraderie of a high-trust team, and the natural talent for putting people at ease. It is the smile that a leader like Orla can elicit often. This kind of authentic joy is not a distraction from the “real work”; it is a critical component of it. A workplace where people feel free to laugh, to be themselves, and to enjoy their colleagues is a workplace with high psychological safety. Joy is a powerful motivator, a potent antidote to stress, and a critical factor in employee retention. People will stay, even through difficult challenges, if they are part of a team where they feel a genuine sense of belonging and, yes, fun.

The Leader’s Role in Fostering Joy

A leader’s ability to draw others into conversation and a natural talent for putting people at ease is not just a personality trait; it is a profound leadership skill. Leaders who are approachable, who have a sense of humor, and who do not take themselves too seriously create an environment where others can relax and be their authentic selves. This ties directly back to our earliest discussions. A person who is “at ease” is a person who is not defensive. They are more open to sharing ideas, more willing to collaborate, and more likely to build the very bonds of trust that the leader is trying to cultivate. In this way, “fun” is not the opposite of “serious work”; it is the essential ingredient that enables serious, innovative, and high-stakes work to be done effectively.

A Holistic Model for Career Progression

This brings us to a final, synthesized model for career progression, one that integrates all seven tips and the personal philosophies that support them. This model is a virtuous cycle, where each element reinforces the next. It starts with an unconventional path, a thirst for exploration and a growth mindset, which provides a unique foundation. This foundation is first used to Build Trust and Understanding, which is achieved through active listening and relentless curiosity. That trust creates the safe space needed to Flex Your Empathy Muscles, allowing you to see the world through the lens of your colleagues. This empathetic view naturally leads you to Embrace Diverse Points of View, because you now see the inherent value in different perspectives, which in turn fuels innovation.

The Integrated Cycle of Leadership

This safe, innovative environment gives you, the leader, the strength to Knock Down Your Defensive Walls, modeling vulnerability and authenticity. This authenticity allows you to see your team clearly, enabling you to Resist the Temptation to Typecast and instead see the whole, complex puzzle pieces of your organization. With a vulnerable, diverse, and high-trust team, you can now shift their focus from tasks to meaning, getting them to Focus on the Outcome, Not the Output. And the best way to keep that outcome in focus is to Be Your Most Vigilant Customer, using your own products to create a relentless, empathetic feedback loop. Finally, this entire cycle is powered by the sustainable, personal practices of disconnection and rejuvenation, and it is all held together by the connective tissue of having fun.

A Life of Growth: Bettering Others Around You

This integrated model is the clear proof of a life committed to growing, both personally and professionally. But the most critical part of this commitment is that it is not inwardly focused. It is a commitment to growing in a way that betters others around you. This is the definition of a legacy. A leader’s success is not measured by the title they achieve or the budget they control. It is measured by the growth of the people they led, by the problems they solved, and by the culture they left behind. It is measured in the number of people who can point to that leader and say, “I am better at my job, and I am a better person, because I worked with them.”

Redefining Leadership for a New Era

The traditional conception of leadership, forged in industrial-age hierarchies and refined through decades of command-and-control management, no longer serves the complex, interconnected, and rapidly evolving organizations of the modern era. Today’s most effective leaders bear little resemblance to the archetypal executives of previous generations, who rose to prominence through technical mastery, political acumen, and authority derived from position. Instead, a new leadership paradigm has emerged, one that prizes human connection over hierarchical control, collaborative intelligence over individual brilliance, and authentic relationship-building over carefully managed professional personas.

This transformation in leadership effectiveness reflects broader shifts in how work is organized, how value is created, and what organizations require to thrive in dynamic environments. The knowledge economy has displaced industrial production as the primary engine of value creation, making the ability to unlock and coordinate human potential more critical than the ability to manage physical resources or optimize repeatable processes. Organizations now compete primarily on their capacity to innovate, adapt, and respond to change, capabilities that emerge from engaged, empowered, and collaborative workforces rather than from top-down directives and rigid procedures.

The legacy that modern leaders create extends beyond the immediate results they achieve or the strategies they implement. Their most enduring impact lies in how they shape organizational cultures, develop future leaders, and model new possibilities for what leadership can be. These leaders demonstrate through their own journeys and practices that effectiveness does not require conformity to traditional templates, that diverse backgrounds and unconventional paths can produce exceptional leadership, and that the most powerful capabilities often lie not in technical mastery but in understanding and connecting with others.

The journey from unconventional beginnings to impactful leadership illuminates universal principles about human potential, the nature of influence, and the sources of organizational effectiveness. By examining these journeys and the patterns they reveal, we gain insights into what leadership must become to meet the challenges of our time and create lasting positive impact on organizations, individuals, and communities.

The Power of Unconventional Journeys

The most transformative leaders often emerge from backgrounds that bear little obvious relationship to their eventual leadership domains. Their journeys defy the linear career progressions that once defined leadership development, instead following circuitous paths through diverse experiences, disciplines, and roles that seem disconnected until their ultimate integration creates unique capability profiles. These unconventional trajectories, far from representing deficits to overcome, provide the varied perspectives and adaptive capacities that enable exceptional leadership in complex environments.

The study of languages and cultures, for instance, develops capabilities that prove remarkably relevant to leadership despite appearing unrelated to business or technology. Language learning cultivates patience with ambiguity, comfort with being a novice, and appreciation for multiple valid ways of expressing ideas and organizing thought. The deep listening required to acquire new languages translates directly into leadership effectiveness, as leaders must hear not only what people say but also what they mean, attending to nuance, context, and the subtle signals that reveal underlying concerns or possibilities.

Cross-cultural experience builds the cognitive flexibility and perspective-taking abilities that enable leaders to navigate diverse teams, understand varied stakeholder needs, and bridge different organizational subcultures. Leaders who have experienced being outsiders in foreign contexts develop empathy for those who feel marginalized or misunderstood in organizational settings. They recognize that what seems obvious or natural from one perspective may appear strange or unreasonable from another, a insight that proves invaluable when leading through change or building inclusive cultures.

The adventurous spirit that characterizes many transformational leaders reflects not recklessness but rather a fundamental orientation toward possibility and growth. These leaders approach challenges with curiosity rather than fear, viewing obstacles as opportunities to learn rather than threats to avoid. This mindset, often developed through experiences that required adapting to unfamiliar situations or solving problems without established playbooks, enables leaders to maintain optimism and creativity when confronting the novel challenges that inevitably arise in dynamic environments.

The belief that anything is possible, while perhaps naive when taken literally, provides a psychological foundation that enables leaders to envision and pursue ambitious goals that more conventionally minded individuals would dismiss as unrealistic. This orientation does not ignore constraints or deny difficulties but rather refuses to accept current limitations as permanent barriers. Leaders with this mindset inspire their teams to stretch beyond what seems safe or certain, creating conditions where breakthrough innovations and transformational changes become possible.

The integration of diverse experiences into coherent leadership approaches represents a crucial developmental challenge for those with unconventional backgrounds. Rather than viewing their varied experiences as disconnected episodes, effective leaders identify common threads, transferable insights, and complementary capabilities that together create unique value. A background in languages might combine with technical training to enable communication that makes complex technologies accessible. Cultural experience might integrate with business acumen to enable effective leadership of global teams. The synthesis of seemingly unrelated experiences often produces the distinctive perspectives and capabilities that define exceptional leaders.

Relationships as the Foundation of Influence

The recognition that leadership effectiveness fundamentally depends on relationship quality rather than positional authority or technical expertise represents a cornerstone insight of modern leadership thinking. While traditional leadership models emphasized the leader’s individual capabilities and decision-making prerogatives, contemporary understanding recognizes that leaders achieve impact primarily through their ability to influence, inspire, and enable others. This influence flows from relationships built on trust, respect, and genuine connection rather than from formal authority or transactional exchanges.

The investment in relationship-building that characterizes effective modern leaders extends well beyond networking or political maneuvering. These leaders approach relationships not as means to achieve predetermined ends but as valuable in themselves, worthy of care and attention regardless of immediate instrumental value. They remember personal details about colleagues, show interest in people’s lives beyond work roles, and invest time in understanding individual motivations, concerns, and aspirations. This genuine interest in others creates bonds that survive setbacks and disagreements, providing resilience when relationships face strain.

The vulnerability that authentic relationship-building requires challenges many leaders who have learned to maintain professional distance and project confidence regardless of internal doubts or struggles. However, leaders who share their own challenges, acknowledge their limitations, and admit when they lack answers create psychological safety that enables others to do likewise. This mutual vulnerability deepens relationships and creates environments where people can bring their full selves to work rather than maintaining exhausting professional facades that hide uncertainty or struggle.

The practice of active listening represents perhaps the most powerful relationship-building tool available to leaders, yet it remains underutilized because it requires patience, attention, and genuine interest that busy leaders struggle to provide. Effective listeners create space for others to think aloud, ask questions that deepen rather than direct conversation, and demonstrate through their attention that they value others’ perspectives and experiences. This listening communicates respect more powerfully than any words could and generates insights that leaders focused on speaking rather than hearing inevitably miss.

The cultivation of diverse relationships across organizational levels, functions, and external boundaries provides leaders with rich information networks that enable better decision-making and more effective action. Leaders who maintain relationships throughout their organizations rather than only with direct reports and superiors access early warnings about emerging problems, identify opportunities others miss, and understand organizational reality more accurately than those who remain isolated in executive suites. These relationships also enable leaders to mobilize support and resources more effectively when pursuing important initiatives.

The long-term perspective on relationships that characterizes wise leaders recognizes that influence accumulates over time through consistent behavior rather than dramatic gestures. Leaders who honor commitments, treat people with respect regardless of their status, and demonstrate integrity even when inconvenient build reputations that precede them and create reserves of trust they can draw upon when facing difficult situations. This patient approach to relationship-building may seem inefficient to those focused on immediate results, but it creates sustainable influence that endures beyond any particular role or position.

The Bridge-Building Imperative

Modern organizations require leaders who can span boundaries, translate between different groups, and create connections across the divisions that typically fragment collective effort. These bridge-building capabilities prove essential in environments characterized by specialization, where deep expertise in narrow domains can create communication barriers and tribal dynamics that prevent effective collaboration. Leaders who can move fluidly across these boundaries, understanding multiple perspectives and facilitating mutual comprehension, enable the integration necessary for complex work.

The translation function that effective leaders perform operates at multiple levels simultaneously. At the most basic level, they translate technical language into terms that non-specialists can understand and business requirements into technical specifications that engineers can implement. However, the deeper translation work involves helping different groups understand each other’s constraints, values, and perspectives, building empathy and mutual respect that enables productive collaboration rather than merely facilitating information exchange.

The role of liaison between technical and business functions represents a particularly critical form of bridge-building in technology-driven organizations. Technical teams often grow frustrated with business stakeholders who seem not to understand technical realities or who change requirements without appreciating implementation implications. Business leaders become impatient with technical teams who seem focused on technological elegance rather than business value or who speak in jargon that obscures rather than clarifies. Leaders who understand both worlds can mediate these tensions, helping each side appreciate the other’s legitimate concerns and find paths forward that honor both technical and business realities.

The building of bridges across organizational silos enables the cross-functional collaboration that innovation and effective execution increasingly require. When marketing, engineering, operations, and other functions operate in isolation, pursuing their own objectives without coordination, organizations struggle to deliver coherent customer experiences or to move quickly enough to succeed in dynamic markets. Leaders who create connections across these boundaries, facilitate joint problem-solving, and help different functions understand their interdependencies enable the integration that drives superior performance.

The extension of bridge-building beyond organizational boundaries to encompass customers, partners, regulators, and other external stakeholders represents an increasingly important leadership capability. Organizations operate within complex ecosystems where success depends not only on internal execution but also on the quality of relationships with external actors. Leaders who can navigate these external relationships, understanding diverse stakeholder needs and building coalitions that support organizational objectives, create strategic advantages that purely internally focused leaders cannot achieve.

The emotional intelligence required for effective bridge-building encompasses self-awareness about one’s own biases and blind spots, regulation of one’s emotional responses, empathy for others’ experiences and perspectives, and social skill in navigating interpersonal dynamics. Leaders lacking these capabilities often inadvertently deepen divisions rather than bridging them, misunderstanding or dismissing perspectives different from their own and creating conflict where they intended to build connection. The development of emotional intelligence through reflection, feedback, and deliberate practice enables leaders to become more effective bridge-builders over time.

Understanding Human Nature as Strategic Advantage

The proposition that deep understanding of human nature provides greater strategic advantage than technical perfection challenges conventional wisdom about what leaders need to know. However, examination of leadership effectiveness across contexts consistently reveals that while technical competence provides necessary baseline capability, the ability to understand and work effectively with people determines whether leaders create sustainable success or ultimately fail despite technical brilliance.

Human motivation proves far more complex than simplistic models of rewards and punishments suggest, with people responding to meaning, autonomy, mastery, belonging, and recognition in ways that vary across individuals and contexts. Leaders who understand this complexity can create conditions where people voluntarily contribute their best efforts because doing so satisfies deep human needs rather than because they fear punishment or pursue rewards. This intrinsic motivation generates discretionary effort and sustained commitment that no amount of external incentive can match.

The recognition that people are not interchangeable resources but unique individuals with distinct strengths, preferences, and development needs enables leaders to deploy talent more effectively than those who view their teams as collections of generic skill sets. Leaders who take time to understand what energizes each team member, what challenges stretch without overwhelming them, and what support they need to succeed can create work assignments and developmental opportunities that simultaneously advance organizational objectives and support individual growth.

The appreciation for human limitations and frailties, including one’s own, allows leaders to design systems and processes that work with human nature rather than expecting people to overcome their fundamental psychology. Leaders who understand that attention is finite, willpower depletes, and cognitive biases influence perception and judgment can structure work in ways that reduce errors, maintain quality, and support sustainable performance rather than demanding perfection that humans cannot consistently deliver.

The understanding of group dynamics and how individual behavior changes in collective contexts enables leaders to build teams that function effectively rather than simply assembling talented individuals and expecting excellence to emerge automatically. Effective leaders recognize that team performance depends on psychological safety, shared purpose, clear roles, effective processes, and constructive norms as much as on individual capabilities. They actively shape these factors rather than hoping they will develop organically.

The insight that conflict often stems from competing legitimate needs rather than from malice or incompetence changes how leaders approach disagreement and tension. Instead of viewing conflict as something to suppress or as evidence of individual failings, wise leaders recognize that different perspectives and priorities naturally generate tension, and that this tension can be productive when managed well. They create processes for surfacing and working through disagreements constructively rather than allowing them to fester or explode destructively.

The humility to recognize the limits of one’s own understanding and the provisional nature of one’s beliefs enables leaders to remain open to new information and to revise their thinking when evidence warrants. Leaders who cling to positions because admitting error would threaten their image or authority make worse decisions and alienate colleagues who see them dismissing valid concerns. Conversely, leaders who can say they were wrong or that they need to think more about an issue demonstrate strength rather than weakness, modeling the intellectual honesty and learning orientation they want throughout their organizations.

Beyond Individual Brilliance to Collective Intelligence

The transformation from leader-as-answer-provider to leader-as-enabler-of-collective-intelligence represents perhaps the most profound shift in leadership thinking over recent decades. Traditional leadership models positioned leaders as the smartest people in their domains, expected to make decisions, solve problems, and provide direction based on their superior knowledge and judgment. This model may have worked in simpler contexts where leaders could realistically understand all relevant factors, but it fails catastrophically in complex environments where no individual can possess sufficient knowledge or perspective to make consistently good decisions alone.

The recognition that the collective intelligence of diverse teams exceeds any individual’s capabilities, including the leader’s, liberates leaders from the impossible burden of needing to know everything and provides access to wisdom and insight that would otherwise remain untapped. However, this collective intelligence does not emerge automatically from assembling smart people; it requires deliberate cultivation through leadership practices that draw out diverse perspectives, enable constructive integration of different viewpoints, and create conditions where the whole truly exceeds the sum of its parts.

The creation of psychological safety represents the foundational requirement for accessing collective intelligence. When team members fear judgment, punishment, or marginalization for speaking up, sharing concerns, or proposing unconventional ideas, they self-censor to avoid risk. This self-censoring prevents the team from accessing their full knowledge and insight, leaving leaders unaware of problems, blind to opportunities, and operating with incomplete information. Leaders who create environments where people feel safe to speak honestly and to take interpersonal risks enable much richer information flow and more robust problem-solving.

The practice of inclusive leadership that actively seeks out and values diverse perspectives proves essential for realizing collective intelligence benefits. Diverse teams potentially offer broader perspectives, more creative solutions, and better decision-making than homogeneous groups, but only when leaders ensure that all voices are heard and all perspectives receive genuine consideration. Without active inclusion, dominant voices drown out others, majority perspectives prevail regardless of merit, and the diversity that should be an asset becomes merely cosmetic.

The facilitation of productive dialogue represents a core leadership capability in the collective intelligence model. Leaders must enable conversations where people with different views can explore their differences without devolving into unproductive conflict, where ideas can be challenged without people feeling attacked, and where the group can synthesize diverse inputs into integrated understanding rather than simply compromising to the lowest common denominator. This facilitation requires skill in framing questions, managing group dynamics, and ensuring constructive rather than destructive tension.

The distribution of leadership throughout teams and organizations, rather than concentrating it in formal leaders, multiplies the leadership capacity available to meet challenges. When team members take initiative, make decisions within their domains, and lead efforts in their areas of expertise, the organization can respond more quickly and effectively to opportunities and threats than when all leadership must flow through formal hierarchy. This distributed leadership requires formal leaders to relinquish some control while providing the support, resources, and authority that enable others to lead effectively.

The development of others as leaders represents perhaps the most important work that modern leaders do, ensuring that leadership capability expands rather than remaining bottlenecked in a few individuals. Leaders who hoard authority, make all significant decisions themselves, or fail to invest in developing their people create organizations dependent on them, fragile when they are absent, and incapable of scaling beyond what the leader can personally manage. Conversely, leaders who develop others multiply their impact, create organizations that can thrive without them, and leave legacies that extend far beyond their tenure.

Conclusion

As you move forward in your own career, you can use this model as a guide. Ask yourself: Am I building trust, or am I just managing tasks? Am I flexing my empathy, or am I stuck in my own point of view? Am I embracing diversity, or am I defaulting to the familiar? Am I vulnerable, or am I defensive? Am I seeing people, or am I seeing typecasts? Am I focused on impact, or am I just busy? Am I connected to my customer’s experience? And perhaps most importantly, am I finding the joy in the journey? This is how you consciously progress your career. You commit to your own growth, you better the people around you, and you never, ever forget to have fun.