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Is it time to upgrade your team?

August 13, 2020

Building on each other’s experience and expertise, teams can rise higher  than a single individual can. 

A group of people are sitting around a table with laptops.

Surround Yourself with Knowledgeable and Experienced People   

Effective leaders surround themselves with people who have technical and functional expertise. Like the cabinet of a president or prime minister or the military’s top level “joint chiefs of staff,” the best leaders create a powerhouse team of experts to advise and support their leadership. This doesn’t happen overnight; it requires you to continuously upgrade your team. Unfortunately, some of the early founding team members may not have the necessary skill and expertise to remain in their original role. 

“The hardest thing to get right in every company isn’t the products but the people,” said John Chambers, former CEO of Cisco. So, it’s vital that the leader hire and empower a senior team that has expertise in key domains and then learn to value and listen to their views and utilize their insights.

Effective leaders need to augment their leadership style with people who complement their strengths and offset their weaknesses. To do this right, leaders must be honest and objective in assessing their limitations and stylistic tendencies.

“Lisa is a wonderful team-builder. We're lucky to have someone so adept at seeing each team member's skills, putting them to good use, and helping the team understand how best to work with each other.”

So it is critical to hire and empower people you can trust, who have experience and expertise you can learn from. Choose people with expertise in many different domains and let them lead those teams and functions. Select team members based on their technical, functional, problem-solving and interpersonal skills or on their potential for growth. They may come from varied backgrounds and have different styles but share a common set of values that make them fit in and enrich the culture of the team and the evolving organization. 

TIP: Avoid hiring people you can control who will not challenge your point of view and may confirm your bias. Rather than thinking short-term and filling key slots with junior people who will be over their heads in a short time, hire people who are smarter and more experienced than you are and who can scale with the company. “The best leaders know that their employees know more than they do.” – Simon Sinek  

It’s also best not to overdo hiring people just because they have degrees from prestigious schools and you assume, they have a high level of intelligence and lots of motivation. They may also have little experience and functional or domain knowledge. Without experience they may not have the framework to understand problems and won’t recognize patterns and errors that lead to serious mistakes and poor judgment. Experienced executives have models and pattern recognition to help them quickly spot problems and solutions rather than having to reinvent the wheel. Furthermore, don’t confuse personal ambition with achievement drive. Overly ambitious people are often poor team players. 

One of my clients was growing rapidly and having great difficulty recruiting top technical talent. The recruiting organization had grown substantially but was not getting results and was having numerous internal and external problems. The CEO decided that his current VP of People (Human Resources) didn’t have the necessary skills to systematically manage and grow the recruiting team. He decided to move one of his executives from an operational position to head up the human resource organization because she was an outstanding project manager, a tough and disciplined taskmaster, and he hoped she would bring the structure, rigor and discipline that was necessary. The problem was that she had no HR experience and had poor people skills. It did not work out well, and within six months she was replaced by a seasoned HR executive. I’ve seen this story repeated many times. 

Value the Contributions of all team members

To have a true “team” rather than just a collection of individuals, members need to value each other’s unique skills and contributions and appreciate the importance of each member’s role. As the leader, it is up to you to model this team spirit in your behavior and promote a team culture that exemplifies it. 

How do you do this? When you show interest in a member’s activities and initiatives, openly express appreciation for the person’s efforts and achievements, it is obvious to everyone that the leader values that member’s contribution. Everyone is watching. 

Many leaders tend to directly or indirectly show a preference for certain functions, teams, employee groups or areas of expertise. For example, in technical companies, the CEO often clearly values Engineering or Product over other functions. This results in the leader paying more attention to the views and recommendations of certain team members and listening more to their input in meetings. Whatever your background, personal preferences and predilections, try to be even-handed toward all functions and teams. In meetings, particularly those that involve strategic decision-making, it is important for the leader to include a wide variety of people, and actively draw out their ideas and opinions. 

Clarify Roles and Responsibilities

Roles define individual responsibilities for successful operation of the team. Lack of role clarity is one of the causes of conflicts, confusion, and inefficiency on teams. Ideally, you want the team to function as an interdependent, coordinated unit whose members interact creatively and harmoniously.  

Clearly defined roles promote efficiency. When the leader doesn’t make roles and responsibilities clear or designate who is responsible for and has ownership of specific projects and decisions, then power struggles and border skirmishes result. So if you are the leader, it’s important to define people’s roles or there will be battles over turf and authority, and chances are good that you will ultimately be called on to adjudicate! 

 Clear boundaries and assigned areas of authority are the key. For the team to function at maximum capacity, members need to understand not only their own, but also each team member’s roles and responsibilities. Consider creating an enhanced org chart that everyone can refer to, that defines the roles, responsibilities, deliverables, and decision authority of each team member. And be sure to update the chart as the organization grows and roles and responsibilities expand and shift. 

In every company and team, there are both formal and informal roles. Formal roles involve designating who is responsible for doing what, sometimes accompanied by a title or a job description. On the other hand, informal roles are roles that people spontaneously take on, based on their personality, skills and style, and what problems need to be resolved. 

For example, the question may arise, Who is going to be the person we go to when we have execution issues? Often there is someone on the team who is super organized and knows how to get things done, so this person becomes the go-to person for execution questions. Or there may be a person who has deep customer insights or knowledge of current technology trends or has their finger on the pulse of the morale of the engineering team. Often these informal roles can play a valuable part in improving the quality of understanding of problems or critical decisions.   

Give High Powered Team Members Independence

Give team members autonomy – when they have earned it. Be sure to give team members the autonomy they want and need, particularly those who have demonstrated that they have good judgment and know what they are doing. “Barry does a great job of granting autonomy and at the same time making people feel like they are really part of a team, not just a worker”. 

But be careful: some confident individuals may expect to have freedom and independent decision-making authority before they are actually ready and have demonstrated competence and good judgment. Their exaggerated self-confidence and personal ambition may cause them to overestimate their capabilities. They may not know what they don’t know. As the saying goes, “He was not always right but he was never in doubt.”

Discourage dependence. Other team members, who may be less experienced or less confident, will often overly rely on the leader to tell them what to do. This second type can become dependent, looking to management and leadership for guidance and direction even in small matters, and will have difficulty making the transition to independent decision making as the company grows. Discourage this kind of co-dependent relationship; it will eat up your time and will prevent followers from operating as true partners and leaders in their own right. 

Over-controlling, narcissistic leaders don’t develop other powerful leaders, whom the organization needs in order to scale effectively. As much as possible, once people have demonstrated good judgment and their ability to get results, give them more independence and more decision-making authority. They need to know what is expected of them, but once they prove themselves, let talent find their own way to get results. Their mistakes can be learning opportunities and if you coach them properly, these need not be fatal mistakes. Micromanagement leads to decision bottlenecks, frustration, poor morale, and ultimately to executive turnover.


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October 25, 2025
It usually starts with a familiar scene. A founder at a whiteboard, marker in hand, speaking with the conviction of someone who can see the future before anyone else does. The team leans in. The idea feels inevitable. Confidence fills the room. That’s the moment when narcissism looks like leadership. For a while, it is. Until it isn’t. The Hidden Engine Behind Ambition Every founder carries a trace of narcissism. You need it to survive the impossible odds of building something from nothing. It’s the oxygen of early-stage ambition — the irrational belief that you can win when every signal says you can’t. But narcissism isn’t a single trait. It’s a spectrum — and the version that fuels creativity early on often morphs into the one that burns teams, investors, and reputations later. The Six Faces of Narcissism Psychologist Dr. Ramani Durvasula , whose research has shaped much of the modern understanding of narcissism, describes six primary subtypes. 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Containment: Teach behavioral discipline — pausing before reacting, curiosity before correction. Connection: Reinforce trust-based leadership behaviors — active listening, recognition, and collaborative decision-making. Integration: Replace ego-defense with ego-service — using their confidence to develop others rather than dominate them. The shift doesn’t happen overnight. But when it does, the founder becomes more than a leader — they become a force multiplier. The Paradox in Plain Language Our forty years of data say something simple but profound: Every founder who builds something meaningful begins with narcissism. But only those who grow beyond it sustain success. Ego, when integrated, becomes conviction. Ego, when unintegrated, becomes compulsion. One builds. The other burns. Or, as I often tell founders: Narcissism builds the rocket. Empathy keeps it from burning up on re-entry. That isn’t metaphor. That’s psychology — and physics. Because unchecked ego obeys the same law as gravity: It always pulls you back down.
Why thinking time is the most undervalued executive skill.
By Rich Hagberg October 21, 2025
The Badge of Busyness If there were an Olympic event for back-to-back meetings, most executives I know would medal. They wear it proudly — the calendar that looks like a Tetris board, the 11:30 p.m. emails, the constant refrain of “crazy week.” Busyness has become our favorite drug. It keeps us numb, important, and conveniently distracted from the one question we don’t want to face: What am I actually doing that matters? I’m not judging; I’ve lived this. Years ago, I was “that guy” — sprinting through 14-hour days while telling myself reflection was for monks or consultants between clients. Then one day, after a particularly pointless meeting, I realized something embarrassing: I couldn’t remember the last time I’d had a single original thought. Why Thinking Feels Unproductive Here’s the irony: most leaders know they need to think more. They just can’t stand how useless it feels. Sitting in silence doesn’t produce slides or metrics. There’s no dopamine hit, no “good meeting” to log. But thinking time is like compound interest. It looks small in the moment and enormous over time. When you actually stop, patterns appear. You notice which fires you keep putting out, which meetings could’ve been emails, and which goals you’re chasing that don’t even belong to you anymore. A Simple Truth Busyness is a form of self-defense. If you never stop moving, you never have to confront the uncomfortable truths that surface when you do. That’s why reflection feels awkward at first — it threatens your illusion of momentum. But momentum without direction is just noise. A Founder’s Story One founder I coached had the classic startup badge of honor: chaos. His day started at 5:30 a.m., ended around midnight, and he bragged about being “in the weeds” with every decision. I asked, “When do you think?” He said, “All the time.” I said, “No — I mean deliberately.” He stared at me like I’d asked if he did yoga with dolphins. We scheduled two hours of thinking time a week. The first few sessions drove him nuts. He kept checking email, pacing, making lists. Then, around week four, he sent a note: “I finally realized half my problems were the result of not thinking before saying yes.” That’s the power of reflection — it turns self-inflicted chaos into clarity. The Science Behind Stillness Here’s the biology of it: when you’re rushing, your brain lives in survival mode — flooded with cortisol, locked on what’s urgent. When you slow down, another network kicks in — the one responsible for creativity, empathy, and pattern recognition. That’s why your best ideas show up in the shower or on long drives. The brain finally has enough quiet to connect dots. You don’t need more input. You need more oxygen. Why Leaders Avoid It Two reasons. It’s vulnerable. Reflection forces you to notice things you’ve been ignoring — the conversation you keep postponing, the hire you know isn’t working, the ambition that’s turned into exhaustion. It’s inefficient… at first. There’s no immediate ROI. But over time, reflection prevents the expensive rework that comes from impulsive decisions. As one client told me, “I used to say I didn’t have time to think. Turns out, not thinking was costing me time.” How to Reclaim Thinking Time (Without Quitting Your Job) Schedule “white space” like a meeting. Literally block it on the calendar. Call it “Strategy,” “Clarity,” or even “Meeting with Myself” if you’re worried someone will book over it. Change environments. Go walk, drive, sit somewhere with natural light. Different settings unlock different neural pathways. Ask bigger questions. Instead of “What needs to get done?” ask “What actually matters now?” or “What am I pretending not to know?” Capture patterns, not notes. Don’t transcribe thoughts — notice themes. What keeps repeating? That’s your mind begging for attention. End reflection with one action. Otherwise, it turns into rumination. Decide one thing to start, stop, or say no to. The Humor in It I once told an overworked exec, “Block 90 minutes a week just to think.” He said, “What should I do during that time?” That’s the problem in one sentence. Thinking is doing — it’s just quieter. What Happens When You Build the Habit At first, reflection feels indulgent. Then it feels useful. Then it becomes addictive — in a good way. Your decisions get cleaner. Your conversations sharper. Your stress lower. You stop reacting and start designing. Because clarity saves more time than hustle ever will. Your Challenge This Week Find one 60-minute window. No phone, no laptop, no music, no distractions. Just a notebook and a question: “What’s one thing I keep doing that no longer deserves my energy?” Don’t overthink it — just listen for what surfaces. That hour will tell you more about your leadership than a dozen status meetings ever could. Final Word In a world obsessed with movement, stillness is rebellion. But it’s also intelligence. The best leaders aren’t the busiest. 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