When Coaching Matters Most: 3 Things Every HR Leader Needs to Know to Ensure Executive Coaching Success

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The Case for Coaching: How Every HR Leader Can Ensure Executive Coaching Success

It’s no secret that HR Leaders are the unsung heroes of executive coaching success. In this white paper, we expand on the insights from our WSJ bestselling book and identify the key insights every HR leader needs to know in order to create transformative executive coaching partnerships for their top leaders.

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You Should Know: Aspiration vs. Ambition

This month here at 100 Coaches we’ve been thinking about a key lesson from The Earned Life, the latest book from Marshall Goldsmith, co-founder of 100 Coaches Agency and the most iconic executive coach of all time. In The Earned Life: Lose Regret, Choose Fulfillment, Marshall introduces the concept that a meaningful life isn't just about achieving goals. It's about becoming the person you want to be through your choices and actions.

In the book, Marshall argues that we "earn" our lives through daily decisions that align with our values and aspirations, and that “earning" is an active, ongoing process rather than a destination. Further, he distinguishes between different types of earning: earning our achievements through effort, earning our relationships through care and attention, and earning our sense of fulfillment through living authentically. He also emphasizes that external validation or past accomplishments don't automatically grant us a meaningful present.

This is where the concept of "aspiration" versus "ambition” comes in. As Marshall says, while ambition focuses on external rewards and recognition, aspiration is about internal fulfillment and becoming who we're meant to be. That’s why the most satisfying lives come from pursuing aspirations that reflect our deeper values rather than chasing ambitions that serve our ego. None of this is easy, which is why Marshall recommends a few practical tools to better live an earned life.

These include:

Regular Self-Reflection: Do what Marshall does and take time to ask yourself regular questions like, "Did I do my best to...?" This will help you measure progress through effort and intention rather than just results, since we can't always control external circumstances.

Avoid Turning Past Achievements into Psychological Traps: Don’t rely on the glories of your past for your current sense of identity or self-worth. Marshall calls this "past success syndrome", and he argues that it can prevent us from making change or taking necessary risks. The earned life requires continuously proving ourselves worthy of our circumstances through present actions.

Manage Your Regret: Not all regret is bad. Focus on regrets of commission (things done) rather than omission (things not done), since the former teaches us more about our values and boundaries and how we can be better going forward.

Ultimately, The Earned Life teaches us that life isn't about perfection. It is about consistently making choices that honor who we want to become, recognizing that each day offers new opportunities to earn our place in the world through authentic action and reflection.

Here’s to aspiration.

"We are living an earned life when the choices, risks, and effort we make in each moment align with an overarching purpose in our lives, regardless of the eventual outcome." - Marshall Goldsmith

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...at 100 Coaches

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We all need help. And it’s OK.

Until next time,

The 100 Coaches Team

P.S. Go here to download our latest guide, When Coaching Matters Most: 3 Things Every HR Leader Needs to Know to Ensure Executive Coaching Success.

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Five Minutes

For nearly half a century, Saturday Night Live has been more than just a television show – it's been a cultural force that has shaped comedy, launched careers, and reflected the zeitgeist of each era. Recently, watching the documentary "5 Minutes" about SNL's legendary audition process, I was struck by how this intense ritual exemplifies fundamental leadership principles that extend far beyond the stage. The show has not only created countless memorable characters and catchphrases but has also established a unique system for identifying and developing talent under extreme pressure. This crucible of creativity and performance reveals three crucial insights about excellence under pressure: the paramount importance of preparation meeting resilience, the necessity of embracing uncertainty, and the undeniable power of authenticity in moments that matter most.

The five-minute SNL audition is perhaps one of the most pressure-packed moments in entertainment, where years of preparation collide with mere moments of opportunity. Watching performers navigate this crucible offers a masterclass in preparation and resilience. While most of us won't face the bright lights of Studio 8H, we regularly encounter situations that demand we marshal our resources and deliver our best performance – whether it's a crucial presentation, an unexpected client meeting, or a challenging team discussion. The documentary shows that success in these moments isn't just about talent; it's about the countless hours of preparation that enable resilience under pressure. Those who excel have developed not just their craft, but their ability to maintain composure when everything is on the line. This preparation creates a foundation of confidence that allows them to adapt and respond to whatever challenges arise in that critical moment.

Another striking element is how the most successful candidates embrace uncertainty. In the documentary, we see performers stepping onto a stage where the only certainty is uncertainty – unknown audience reactions, unpredictable technical elements, and the weight of their dreams hanging in the balance. This mirrors the reality of leadership, where we must often make decisions without complete information and navigate situations with no clear playbook. The most effective leaders, like the most compelling performers, don't let this uncertainty paralyze them. Instead, they learn to harness it, using it as a catalyst for creativity and innovation. They understand that perfect conditions rarely exist, and the ability to thrive in ambiguity often separates good leaders from great ones. This comfort with uncertainty becomes a competitive advantage, enabling quick adaptation and bold decision-making when others might hesitate.

Perhaps the most powerful lesson from the five-minute crucible is the importance of authenticity. The documentary reveals that the most memorable auditions weren't necessarily the most polished or technically perfect – they were the ones where performers brought their genuine selves to the stage. Some of SNL's most iconic cast members earned their spots not by trying to fit a predetermined mold, but by boldly showcasing their unique perspectives and talents. Sometimes, it shone through for just a brief moment, a moment that the talent team recognized immediately. This reinforces an important leadership truth: authenticity builds trust and inspires others in ways that no amount of careful calculation can match. When leaders allow themselves to be genuinely seen, they create space for others to do the same, fostering an environment where innovation and creativity can flourish.

In life and leadership, we all face our own five-minute moments – times when opportunity, preparation, and courage must align. The lessons from SNL's audition process remind us that success in these moments comes not from perfection, but from the willingness to bring our whole selves to every challenge we face. For those we lead and love, our ability to prepare thoroughly, embrace uncertainty, and remain authentically ourselves creates a template for handling their own pivotal moments with grace and confidence. These principles, demonstrated so vividly in those brief auditions, remind us that our greatest moments often come when we're brave enough to be both prepared and genuine.

With love, gratitude and wonder.

Scott

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Marshall Goldsmith

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Marshall Goldsmith

World’s Top Executive Coach

Sally Helgesen

World’s Premier Expert on Women’s Leadership

Antonio Nieto-Rodriguez

World’s Leading Champion of Project Management