Strategic Leadership
Coaching for the C-Suite: How to Get the Most Out of Your Executive Coach

Executive Coaching Insights
As a high-level executive, you’re no stranger to the pressures of leadership. From navigating complex organizational dynamics to making strategic decisions that impact the bottom line, your role is demanding and exacting. But what if you had a trusted partner to help you navigate the challenges of your position? Enter executive coaching, a highly effective tool for helping senior leaders like you achieve their goals and reach new heights.
The Benefits of Executive Coaching
So, what exactly is executive coaching, and why is it such a valuable resource for C-suite executives? In short, executive coaching is a one-on-one relationship between a trained coach and a senior leader, designed to help the leader develop new skills, overcome challenges, and achieve their goals. The benefits of executive coaching are numerous, including:
* Improved leadership skills and effectiveness
* Enhanced self-awareness and emotional intelligence
* Increased confidence and self-assurance
* Better decision-making and strategic planning
* Improved communication and collaboration skills
* Greater job satisfaction and work-life balance
How to Get the Most Out of Your Executive Coach
So, how can you get the most out of your executive coach? Here are a few tips to keep in mind:
Be Clear About Your Goals
Before you start working with your coach, take some time to reflect on what you hope to achieve. What are your top priorities? What are the biggest challenges you’re facing, and how do you hope to overcome them? Share your goals and objectives with your coach, and work together to develop a plan for achieving them.
Be Open and Honest
Executive coaching is a safe and confidential space, designed to help you explore your thoughts, feelings, and behaviors in a non-judgmental environment. Be open and honest with your coach, and don’t be afraid to share your fears, doubts, and concerns. The more you share, the more your coach will be able to help you.
Be Willing to Take Risks
Executive coaching is not a quick fix or a magic bullet. It’s a process that requires effort, commitment, and a willingness to take risks. Be willing to step outside your comfort zone, try new things, and take calculated risks. This is where the real growth and development happen.
Be Consistent and Persistent
Executive coaching is not a one-time event, but rather an ongoing process. Make a commitment to regular coaching sessions, and be consistent in your attendance and participation. Consistency is key to making progress and achieving your goals.
Choosing the Right Coach
So, how do you choose the right coach for your needs? Here are a few tips to keep in mind:
Look for Credentials and Experience
When selecting a coach, look for someone who has the necessary credentials, training, and experience. A good coach should have a strong background in business, leadership, or psychology, and should have worked with clients at the executive level.
Look for a Good Fit
Choosing the right coach is not just about credentials and experience. It’s also about finding someone who is a good fit for you and your style. Look for someone who is warm, empathetic, and easy to talk to. You should feel comfortable and at ease with your coach.
Check References and Reviews
Before committing to a coach, check their references and reviews. Ask for feedback from previous clients, and look for online reviews and testimonials. This will give you a sense of the coach’s effectiveness and reputation.
Conclusion
Executive coaching is a powerful tool for helping senior leaders like you achieve their goals and reach new heights. By being clear about your goals, open and honest with your coach, willing to take risks, and consistent and persistent in your efforts, you can get the most out of your coaching experience. And by choosing the right coach for your needs, you can ensure that you’re working with someone who is qualified, experienced, and a good fit for you. With the right approach and mindset, executive coaching can be a game-changer for your career and your organization.
FAQs
Q: What is executive coaching?
A: Executive coaching is a one-on-one relationship between a trained coach and a senior leader, designed to help the leader develop new skills, overcome challenges, and achieve their goals.
Q: Who is executive coaching for?
A: Executive coaching is for senior leaders, including CEOs, CFOs, COOs, and other high-level executives.
Q: What are the benefits of executive coaching?
A: The benefits of executive coaching include improved leadership skills and effectiveness, enhanced self-awareness and emotional intelligence, increased confidence and self-assurance, better decision-making and strategic planning, improved communication and collaboration skills, and greater job satisfaction and work-life balance.
Q: How long does executive coaching typically last?
A: Executive coaching typically lasts for several months, although the exact duration will depend on the individual client’s needs and goals.
Q: How much does executive coaching cost?
A: The cost of executive coaching varies widely, depending on the coach’s credentials, experience, and location. On average, executive coaching can cost anywhere from $5,000 to $20,000 or more per year.
Q: Is executive coaching confidential?
A: Yes, executive coaching is confidential. Coaches are bound by a code of ethics to maintain the confidentiality of their clients’ information and communications.
Strategic Leadership
The Best Leaders Are Rethinking How They Spend Their Time

Ask any executive what they’re short on in 2025, and they’ll say the same thing: time. Calendars are packed, decision fatigue is real, and meetings seem to multiply overnight. But quietly, some of the most effective leaders are doing something different—they’re auditing how they spend their attention, not just their hours.
Leadership today is not about doing more. It’s about choosing what matters most, and ensuring every hour reflects that priority.
Time Is the New Currency of Strategy
You can tell what a leader values by looking at where they show up—and where they don’t. The most strategic leaders are no longer attending every meeting, weighing in on every decision, or micromanaging every deliverable.
Instead, they’re focusing their time in three places:
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People development: Coaching, mentoring, and unblocking talent
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Foresight and pattern recognition: Zooming out to spot risks and opportunities early
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Culture shaping: Reinforcing values through consistent behavior and communication
Everything else? Delegated. Automated. Or eliminated.
From Reactive to Intentional Leadership
The pace of business has made it easy for leaders to fall into reactive mode. But reaction isn’t strategy. When every day is spent putting out fires, no one is steering the ship.
The leaders who are rising above the noise are:
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Setting boundaries around low-impact tasks
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Using data to inform, not overwhelm
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Trusting their teams to lead—and being clear about expectations
They treat their time like an investment portfolio—carefully allocated for long-term returns.
What This Signals to the Team
How a leader spends their time shapes the rhythm and priorities of the organization. If they’re always buried in emails, teams mimic that urgency. If they make time for learning, innovation, or 1-on-1s, that behavior becomes contagious.
Time isn’t just a resource—it’s a signal. And in today’s workplace, everyone’s watching.
3 Ideas to Take With You:
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Audit your calendar. Does it reflect your role—or your habits?
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Decide where you want to create the most value. Protect that time like your job depends on it.
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Lead by example. Your presence teaches people what to care about.
That’s the real work of leadership. Not doing more, but doing what matters—on purpose.
Strategic Leadership
Everyone Wants to Be a Visionary. Few Know What It Actually Takes.

In leadership circles, “vision” gets thrown around like a buzzword—mission decks, strategy retreats, motivational speeches. But in the real world of deadlines, turnover, and bottom-line pressure, vision alone isn’t enough.
The leaders making the biggest impact in 2025 aren’t just dreamers. They’re builders. They know how to translate abstract ideas into action, and they’re not afraid to make hard decisions when the roadmap changes.
So what separates the ones who talk about transformation from the ones who actually drive it?
They Know That Clarity Is More Important Than Charisma
It’s easy to inspire with a keynote or a punchy internal memo. What’s harder is consistently aligning people around a clear direction—especially when change is uncomfortable.
Strong leaders simplify the vision until every team member can answer three questions:
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Where are we going?
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Why does it matter?
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What’s my role in getting us there?
They do it through repetition, context, and everyday decisions that reflect what they say they believe.
They Make Space for Feedback—And Know When to Push Through
Leadership in 2025 is less about popularity and more about balancing perspectives. The best leaders:
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Invite dissent without defensiveness
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Know when to pause for input and when to move forward with conviction
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Build psychological safety without sacrificing standards
The goal is not to make everyone happy. It’s to make everyone feel heard, and then move with purpose.
They Build Teams That Outgrow Them
Legacy is not about control—it’s about capability. Forward-focused leaders measure their success by what happens when they’re not in the room. They:
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Develop people who can think strategically on their own
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Delegate authority, not just tasks
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Reward growth, even if it means someone eventually leaves
These leaders aren’t afraid to build successors. They know sustainable impact depends on shared ownership.
From the Field: Three Questions to Ask Yourself This Week
To move from visionary to strategic, ask yourself:
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Have I said the same message three different ways so everyone on my team gets it?
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When was the last time I invited pushback and used it to sharpen our direction?
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Am I building a team that relies on me—or one that can rise without me?
You don’t need to lead a global company to lead with vision. You just need to show up with clarity, courage, and a plan that moves people—not just strategies that look good on slides.
And that’s the difference.
Strategic Leadership
Redefining Success

Introduction to Winning, Losing, and Redefining Success
Dwayne “The Rock” Johnson is credited with saying, “Be Humble. Be Hungry. And Always be the Hardest Worker in the Room.” Whether in business, on the field, in the classroom or in the weight room, I have always had an inert drive to win, even if not overtly stated. I would just quietly go out and do the work. I was never really looking for praise, but did expect there to be fruits of my labor, which could be as simple as “atta boy!” or as grandiose as world domination.
The Early Days of Ambition
I remember one of my favorite shows as a child was, “Pinky and the Brain.” The character Pinky would always ask Brian what they were going to do that evening. Brian would always say, “What we always do: try to take over the world!” I’m like, “Yeah – I get that.” As you can imagine, my efforts of world domination did not often work out. Thankfully, there were always people who were smarter or faster or more gifted than I was, which often humbled me. I am extraordinarily grateful for that, partially because I am really disinclined to deal with the aftermath of world domination, and more importantly, there are more lessons to be learned from losing than winning.
Lessons Learned
Here are some of the things that I have learned about winning, losing and redefining success after 54 trips around the sun:
- Winning isn’t everything. It’s the only thing. I don’t see the point of getting up in the morning if I am not going to pursue winning at something. Winning doesn’t necessarily mean that someone has to lose, but simply, the idea of making someone feel seen and heard is a win for me. Feeling good about what I accomplished for the day is a win. Closing a deal is a win. Booking a new podcast guest is a win.
- Don’t Minimize / Don’t Lower Your Standards. When growing up before the world got soft, parents would say, “If all of your friends jumped off the bridge, would you jump, too?” No one else can define what success is for you. My standard is excellence. Do I always hit it? No. Do I always strive for it? Absolutely. Do people tell me that I don’t have to / shouldn’t work that hard? Yep. Do people say it isn’t worth it? There are books on it.
- Losing isn’t the end. While there are many that would suggest that life shouldn’t be that simple, unfortunately, it is. One of my favorite quotes from Dale Earnhardt is, “Second place is just the first loser,” or from the move Talladega Nights, “If you aren’t first, you’re last!” Think about it: the person that came in second usually feels like if they had made some adjustment, they could have come in first. The horizon is closer for them than probably anyone else on the field. So what do they do? They work harder so that next time, they are more likely to win. That should be the case with any position on the field. If you are losing, you need to understand why and find out what you can do to win.
- I can’t be the best at everything. Honesty, I will definitely try. As a weight lifter, my weakest lift has always been my bench. I have long arms, I’ve injured my shoulders several times and by design, I just don’t have the anatomy of someone who can bench heavy. However, there are many other exercises where I am extremely capable, and if you look at my overall capabilities, it exceeds that of most humans. What I’ve learned was that while I shouldn’t ignore the things that I don’t do well (think about weight lifters with big upper bodies and skinny legs), I need to be very clear about where I can win and where I can’t.
- I must define what it means to win. For me. No one else can define what winning means to me. I would be foolish to let someone else do that or compare myself to other people. Both are recipes for disaster. If you think about the Guinness Book of World Records, people find very specific, narrow categories to be the best in the world at. Who would have thought that there would be a record for the farthest throw of a washing machine (14ftm, 7 in by Johan Espenkrona: As a business owner, it would be futile for me to say that I could run the best consulting firm in the world. The idea is too broad and is subjective. But to say that I want to build the best strategy and operations consulting firm targeting inspired founder-led growth stage companies in the country – that would be more feasible.
- Winning is an event. As any Olympian will tell you, once you’ve won at something, even if you are the best in the world, the win is over. You have to either do it again or carry it as a fond memory. Keep in mind that whoever came in second place is gunning for your position. It’s almost funny: Tom Bradey seems to be the only person still talking about the Patriot’s dynasty. Boston isn’t having parades every day. The NFL has moved on. If I want to keep winning, I have to keep working. Even the GOAT will be replaced and only a memory at some point.
- What got me here won’t get me there. Nothing remains the same except that fact that things will always change. Societal, technological, economic, environmental and technological changes will happen, in addition to my own perspectives, capabilities and capacities. How I drive now has changed (thankfully) between the time I was 18 and now. However, weather, traffic, time of day and road conditions all impact my drive. I cannot drive in the rain in the dark the same as I would during the day on a bright shiny day. Note that the destination doesn’t change. Because of the environment, I need to adjust how I will reach it.
- Don’t get lazy. This is critical. As stated: winning is an event and what got me here won’t get me there, just because I won in one area doesn’t mean that I can coast. If anything, it means that I need to work harder. Why? Because if I am in a competitive environment, someone is going to analyze why I won and they lost, and will adjust their strategy to be more likely to win. They won’t because I will anticipate their strategy and adjust my own while continuing to get better at what I do. If not in a competitive environment, if I don’t raise the stakes, I will get bored and will likely stop.
Conclusion
One of the things that I love most about being an entrepreneur has been the nearly constant growth opportunities that I have had. I am the type of person that needs to have a new challenge to overcome, or a new puzzle to solve. As an entrepreneur for more than 30 years, the learning has been nearly unlimited. I would caution you, though: what works for me and what appeals to me doesn’t necessarily work for you. I have always found that when in a situation, I keep what works for me and toss the rest. What will be consistent is the ability to embrace winning, losing and redefining success.
FAQs
Q: What is the most important lesson you have learned about winning and losing?
A: The most important lesson I have learned is that winning isn’t everything, it’s the only thing, and that losing isn’t the end, but rather an opportunity to learn and improve.
Q: How do you define what it means to win?
A: I define what it means to win by setting specific, narrow categories for success, and not comparing myself to others.
Q: What is the key to continuous success?
A: The key to continuous success is to never get lazy, and to always be willing to adjust and improve your strategy to stay ahead of the competition.
Q: How can I apply these lessons to my own life and business?
A: You can apply these lessons by setting clear goals and standards for yourself, being willing to learn from your losses, and continuously working to improve and adapt to changes in your environment.
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