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The Leader’s Evolving Role in Working Through Others

August 13, 2020

There are no leaders without followers.  It's about leverage

The Leader’s Evolving Role in Working Through Others

The Leader’s Evolving Role in Working Through Others
 
In the beginning, during the organization’s early stage of growth, the leader may play many roles. It’s quite natural to wear many hats and attempt to take on a wide range of responsibilities, and for a while that may work. It may be both expedient and cost effective in the short run, but not in the long run! 

You can’t do everything. As the organization grows, you will come to the realization that you can’t be an expert in all the areas essential to the growth and effectiveness of the company. You can’t take charge of engineering, sales, finance, product, marketing, and so on. It’s neither effective, nor, as the organization grows, possible. Entrepreneurs must get beyond the belief that they can and should have their hand into every part of the company. You need to bring in people who have expertise in different domains and let them lead those teams and functions.   

Grow from working in the company to working on the company. In sports terms, players sometimes go from being a player, to a player-coach, and finally to being the coach. You may start out writing code, continue to lead product development, but also facilitate teamwork, build a company culture, begin to give people direction and devise and implement a strategic plan, negotiate additional funding with venture capitalists for the destiny of the organization: you are working ON the company rather than IN the company. 

This is a huge transition for most people, and it is not easy. Many young tech entrepreneurs, accustomed to working creatively on their own, have never had the experience of working on a successful team or working with an effective leader. Many derive their sense of self-worth from being a “doer” and accomplishing something tangible every day. This could make it difficult to let go of details and tasks that make you feel you have done something concrete and useful. This feeling can make you reluctant to let go and “just lead”. So, to shift from being the one who is focused on task accomplishment, who solves tangible problems and makes all the decisions to seeing yourself as the one who facilitates change and works primarily or even completely through others is a major step. As leader you must accept that you are no longer just a doer but instead, someone whose role is motivating, focusing and involving, getting input and buy-in and working indirectly to get things done.  

“Roberto needs to move from a position of chief doer to a position where he guides and facilitates teams and groups to proactively drive the business using team member’s own expertise and giving them a high degree of autonomy.”
In short, as the organization evolves, the leader’s role also needs to evolve. The leader continues to play an important role but his or her individual contribution is increasingly replaced by team building skills and facilitating the collective contributions of the team.

I remember well a coaching session with a very young, inexperienced CEO who started a company that had only 11 people when I began our engagement, but who saw his company growing dramatically. He opened our conversation by saying, “I’m depressed because I don’t know what I should be doing. I don’t feel I’m adding value anymore. I used to write code and get involved in managing projects but now my team has grown and I’m spending my time doing things that I don’t see as having tangible value.” I pointed out to him that his role was now to be the leader, the direction setter, the motivator, the communicator, the facilitator of teamwork and the builder of culture. I said, “It’s not the same mountain, but a different mountain to climb, and a whole new challenge in learning to play a new role.”  

His self-esteem had come from being a doer, and he had no concept of what it meant to be a leader and a CEO. It was a whole new ballgame now. But he learned well: The company, that he started with college roommates, now has 400 employees and is highly successful. They’ve had seven rounds of funding that brought in over 200 million dollars. (it’s now seven years later.)

Evolution of Your Role as Leader. In their book, Leading at the Speed of Growth, Katherine Catlin and Jana Matthews delineate four main stages in the growth of an organization: 
  • Startup
  • Initial Growth
  • Rapid Growth
  • Continuous Growth
At each stage, the role of the leader shifts. In the Startup phase, you are an active Doer and primary Decision Maker. But as the fledgling organization starts to take off in its Initial Growth phase, hires more people and expands, you need to cut back on some of your “doing” activities in order to become the chief Delegator as well as the Direction Setter. In the third stage, as the company scales due to Rapid Growth, your role must shift to being a Team Builder, Coach, Planner, and Communicator (both internally and to the public). Finally, in the phase of Continuous Growth, the leader becomes Change Catalyst, Strategic Innovator, Chief of Culture, and overall Organization Builder. 

These roles are qualitatively quite different. To maintain effective leadership as the organization progresses from one stage to the next, you’ll need to change with it, being willing to leave behind attitudes and behaviors that worked quite well at one stage but are no longer optimum as the organization scales. 

Become a facilitator of collaboration and success. Use your team for collaborative, synergistic problem-solving. Stop trying to control every decision. The leader sets the tone on an executive team. As the leader, you must help the team work together effectively, resolve conflicts, support one another, solve problems, and make decisions efficiently as a group. For this, team members need to trust each other and communicate openly. As the leader it’s your role to make this happen.
If the leader has surrounded him/herself with team members who have complementary skills, strengths, experience, and perspectives, great things can begin to happen. A key role of the leader is to guide, support, and facilitate effective team processes and interactions to get the most out of the synergy from the team. The leader needs to be sure the team is focused and aligned. 

Get everyone aligned around a common sense of purpose. It is also vital to foster a common sense of purpose and identity around the mission and create a safe, supportive, open environment where differences are resolved, and problems and decisions are worked through effectively. It’s the leader’s role to get everyone working together and not let competition, ego battles and silo mentality destroy teamwork and hamper the organization’s ability to grow and thrive. 

Challenge people to be and do their best. Along with fostering a supportive work environment, the leader needs to challenge individuals and teams to raise the bar, not to settle for mediocre or “okay” but to be the best they can be. He or she has to walk the line between being supportive and encouraging on one hand, and challenging people to be accountable for outcomes. Not everybody is going to produce top-quality results. Some people are lazy and want to just "get by," but as the leader that has to be unacceptable to you. Ultimately, you will be held accountable for what the team accomplishes or does not accomplish. So sometimes you may need to put on a taskmaster’s hat, express the expectation that your people will put forth their best effort, and be as demanding of results as the situation requires. The best leaders I have worked with over the years have been a blend or combination of demanding and supportive.   

Respond to the need of the time. The best leaders are also attuned to the ever-changing business climate, as well as the social, macro-economic, and political trends, any or all of which could influence the direction and success of the business. Different times and conditions call for different styles of leadership. 

For example, in recent years, Andreessen Horowitz co-founder and CEO Ben Horowitz drew a useful contrast between what he called a Wartime CEO and a Peacetime CEO. In Peacetime (by which he means when the company has a strong competitive edge and its market is growing) leadership can afford to deploy the company’s strengths to expand in creative directions. When Google found itself with a near-monopoly in the search market, they asked employees to spend 20% of their time on creative ideas to grow the company in new directions. Peacetime leadership can comfortably allocate time to nurturing team cohesion and individual creative expression. These are times when “delegation,” “don’t micromanage,” and so on can be emphasized by the leader. 

In Wartime, however, when the company is under pressure to become profitable, or it is facing severe competitive threat and its very survival may be at stake, the entire focus has to be on alignment behind the organization’s mission. Horowitz cites the example of Steve Jobs’ return to a struggling Apple, which was literally a few weeks away from bankruptcy. Jobs “needed everyone to move with precision and follow his exact plan; there was no room for individual creativity outside of the core mission.” Wartime conditions can come even to well-established, strong companies, but for startups and their leaders, it’s Wartime 24/7. 

However, Horowitz’s advice for the Wartime phase can be quite extreme. Clearly, leaders need to act decisively, and especially with start-ups, they often need to decide quickly and sometimes unilaterally, especially if there has not been enough opportunity to gather a team of seasoned professionals, as I will discuss in the next chapter. But Horowitz implies that you need to stay in Wartime mode until you do have a strong competitive edge. That gives permission, and even encourages leaders to behave in a controlling and autocratic way, exercising top-down leadership rather than seeking buy-in and consensus. 

This is problematic in the long run. As you begin to bring in more senior people, who expect and deserve to have a level of autonomy and a voice in decision making, if you stay in Wartime mode too long and are too controlling, you will fail to leverage the synergy of your team. You won’t be able to benefit from hearing voices and opinions that prevent you from falling into sunflower bias or confirmation bias. After all, the benefit of involving a group in decision making is to gather diverse and creative perspectives on how to deal with problems and questions. 

In situations that require fast, decisive action, it may occasionally be necessary for a leader to either make a decision without input or to seek input but not have the time to reach consensus when it comes to choosing a course of action. This would be a case of, “Thank you very much for your input, I’ll let you know what I decide.Be careful not to operate in Wartime mode as a default, but only when it is truly necessary. Be adaptable. Adjust the amount of participation you allow and input you ask for, based upon the maturity and expertise of the team around you.  

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A Story from the Field I once coached a CEO who told me, “I’m torn between holding people accountable and being empathetic.” I said, “Why do you think those are opposites?” He paused, then laughed. “Because it’s easier that way.” Exactly. It’s easier to pick a lane than to learn how to drive in two at once. He eventually realized the real question wasn’t which side to choose, but when and how to lean into each. He became known as “the fairest tough boss in the building.” That’s the magic of integration — toughness with tenderness, vision with realism, clarity with compassion. Why Paradox Feels So Hard Contradictions feel like hypocrisy when you haven’t made peace with your own complexity. If you believe you have to be one consistent version of yourself — confident, decisive, inspiring — then every moment of doubt feels like fraud. But the truth is, great leaders are contradictory because humans are contradictory. You can be grounded and ambitious, humble and proud, certain and still learning. The work is not to eliminate the tension — it’s to get comfortable feeling it. The Psychology Behind It Our brains love binaries because they make the world simple. But complexity — holding opposites — is the mark of advanced thinking. Psychologists call this integrative complexity — the ability to see multiple perspectives and blend them into a coherent approach. It’s not compromise; it’s synthesis. It’s saying, “Both are true, and I can move between them without losing my integrity.” That’s where wisdom lives — in the movement, not the answer. Funny But True A client once told me, “I feel like half monk, half gladiator.” I said, “Congratulations. That means you’re leading.” Because that’s what the job demands: peace and fight, compassion and steel. If you can’t hold both, you end up overusing one until it breaks you. The Cost of One-Dimensional Leadership We’ve all worked for the “results-only” leader — brilliant, efficient, and emotionally tone-deaf. And the “people-first” leader — kind, loyal, and allergic to accountability. Both are exhausting. Both create lopsided cultures. When leaders pick a single identity — visionary, disciplinarian, nurturer, driver — they lose range. They become caricatures of their strengths. True greatness comes from emotional range, not purity. The Paradox Mindset Here’s how integrative leaders think differently: They value principles over preferences. They can be decisive without being defensive. They know empathy isn’t weakness and toughness isn’t cruelty. They trade perfection for adaptability. They’re the ones who can zoom in and out — from the numbers to the people, from the details to the meaning — without losing coherence. They’re not consistent in behavior. They’re consistent in values. That’s the difference. 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You just need to be the one who can stay whole while the world pulls you in opposite directions. Your Challenge This Week When you catch yourself thinking, “Should I be X or Y?” — stop. Ask instead, “How can I be both?” Then practice it in one small moment. Be kind and firm. Bold and humble. Fast and thoughtful. That’s where growth hides — in the discomfort between two truths. Final Word The best leaders aren’t balanced. They’re integrated. They’ve stopped trying to erase their contradictions and started using them as fuel. They’ve learned that leadership isn’t about certainty. It’s about capacity — the capacity to hold complexity without losing your center. That’s not chaos. That’s mastery.
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