loader from loading.io

Illustrating Leadership Lesson: Loneliness

Illustrating Leadership

Release Date: 02/04/2026

Illustrating Leadership Lesson: Loneliness show art Illustrating Leadership Lesson: Loneliness

Illustrating Leadership

“It’s lonely at the top.” It is a phrase most leaders have heard and many have quietly felt. Especially for new and emerging leaders, that loneliness can feel heavy. You are the one people come to for answers. You are expected to project confidence and clarity, even when you feel unsure, overwhelmed, or exhausted. You carry confidential information you cannot fully share. You navigate decisions others never see. Over time, leadership can begin to feel isolating. But leadership does not have to be lonely. In this solo episode of the Illustrating Leadership Podcast, I explore why...

info_outline
Illustrating Leadership Lesson: Aligning Your Inner & Outer Life show art Illustrating Leadership Lesson: Aligning Your Inner & Outer Life

Illustrating Leadership

Some of the most impactful leaders in our lives do not come with titles, corner offices, or formal authority. They enter our lives through relationship. They challenge us, ground us, mirror us, and sometimes even break our hearts before helping us put ourselves back together with more clarity, self-trust, and wholeness. That truth sat at the center of this episode of the Illustrating Leadership Podcast, where I had the privilege of speaking with Dr. Brenda Brummond, an intuitive business coach for female entrepreneurs. What unfolded was not just a conversation about leadership, but about...

info_outline
Illustrating Leadership Lesson: Leading Different Personality Types show art Illustrating Leadership Lesson: Leading Different Personality Types

Illustrating Leadership

One of the most important and most overlooked truths about leadership is this: your team does not think like you. And while that realization can feel uncomfortable at first, it is actually one of your greatest opportunities as a leader. Leadership is not about getting everyone to work the way you do. It is about understanding how they work and creating the conditions for each person to thrive. In this solo episode of the Illustrating Leadership Podcast, I explore what it really means to lead different personality types with awareness, empathy, and flexibility, without losing your own...

info_outline
Illustrating Leadership Lesson: Authenticity Leads to Trust show art Illustrating Leadership Lesson: Authenticity Leads to Trust

Illustrating Leadership

In this episode of the Illustrating Leadership Podcast, I sat down with Cindy Spratt, a holistic nutritionist who supports women in rebuilding peaceful relationships with food, body, and self. Cindy’s story offers a powerful reminder that leadership is not about fitting into a predefined mold. It is about knowing who you are, honoring your values, and creating trust through authenticity. The Leader Who Gave Permission to Be Real Cindy shared the story of a leader who deeply influenced her path, Meghan Telpner, founder of the Academy of Culinary Nutrition. While Cindy initially sought Meghan...

info_outline
Illustrating Leadership Lesson: Finding your guiding light show art Illustrating Leadership Lesson: Finding your guiding light

Illustrating Leadership

When leadership feels steady, it’s easy to move forward with confidence. But most leaders don’t struggle when things are going well — they struggle when things feel messy, unclear, stressful, or conflicting. When you’re pulled in too many directions, when decisions feel heavier than usual, or when something simply hasn’t gone well in your organization or business. In those moments, it’s tempting to look for more information. Another article. Another framework. Another opinion. But what gets leaders through those seasons isn’t more information. It’s clarity. It’s alignment....

info_outline
Illustrating Leadership Lesson: Reframing Failure show art Illustrating Leadership Lesson: Reframing Failure

Illustrating Leadership

In this solo episode of the Illustrating Leadership Podcast, I explore one of the most important and least discussed realities of leadership: failure. Every leader will experience it. The question is not if it will happen, but how you respond when it does. Failure does not mean you are a bad leader. It does not define your character, your capability, or your future. What it does offer is an invitation to reflect, learn, and lead with integrity and resilience. Separating Who You Are from What Happened One of the most damaging patterns leaders fall into after a misstep is personalization. A...

info_outline
Illustrating Leadership Lesson: Belief Sparks Possibility show art Illustrating Leadership Lesson: Belief Sparks Possibility

Illustrating Leadership

In this episode of the Illustrating Leadership Podcast, I spoke with Pam Miller, a Life and Health Transitional Coach whose leadership story perfectly illustrates the transformative power of one person’s belief. Pam shared a defining moment from her twenties. A moment when fear was holding her back, her confidence was shrinking, and she fully intended to say no to an opportunity that terrified her. But one leader saw something in her she couldn’t yet see in herself. That single moment changed the entire trajectory of her life.  When Fear Keeps Us Small In her twenties, Pam worked...

info_outline
Illustrating Leadership Lesson: Trusting Yourself as a Leader show art Illustrating Leadership Lesson: Trusting Yourself as a Leader

Illustrating Leadership

In this solo episode of the Illustrating Leadership Podcast, I dive into one of the most essential, and most underrated, leadership skills you can ever develop: self-trust. Leadership will always include moments where the decision, the responsibility, or the next step ultimately rests on you. And in those moments, the voice you trust matters. But for many new and emerging leaders, that inner voice is clouded by fear, doubt, overthinking, or the urge to please others. In this episode, I walk through how to recognize and redirect your saboteurs, tune into your intuition, release...

info_outline
Illustrating Leadership Lesson: Leading With Softness show art Illustrating Leadership Lesson: Leading With Softness

Illustrating Leadership

In this episode of the Illustrating Leadership Podcast, I had the joy of speaking with Jodi Gagne, Energy coach, EFT practitioner, and former theater stage manager and wedding planner. Jodi’s career path is anything but linear, and that’s exactly what makes her leadership insights so powerful. From high-pressure environments where there are no second chances to the deeply introspective world of energy coaching, Jodi’s story teaches us that leadership isn’t just about strength, structure, or decisiveness. It’s also about softness, self-trust, and the courage to explore what’s...

info_outline
Illustrating Leadership Lesson: The Power of the Pause show art Illustrating Leadership Lesson: The Power of the Pause

Illustrating Leadership

A lot of new leaders feel pressure to have the right answer right away. And a lot of seasoned leaders get into trouble when they succomb to this pressure. In this solo episode of the Illustrating Leadership Podcast, I explore one of the most underestimated leadership tools out there: the pause. We live in a world that rewards speed. Fast replies, quick decisions, and constant motion. But some of the best leadership moves come not from rushing forward, but from taking a breath, slowing down, and leading with intention. Quick Doesn’t Always Mean Effective We often glorify leaders who...

info_outline
 
More Episodes

“It’s lonely at the top.”

It is a phrase most leaders have heard and many have quietly felt.

Especially for new and emerging leaders, that loneliness can feel heavy. You are the one people come to for answers. You are expected to project confidence and clarity, even when you feel unsure, overwhelmed, or exhausted. You carry confidential information you cannot fully share. You navigate decisions others never see.

Over time, leadership can begin to feel isolating.

But leadership does not have to be lonely.

In this solo episode of the Illustrating Leadership Podcast, I explore why leadership loneliness shows up and how leaders can reconnect with others and themselves without losing authority, credibility, or trust.


Why Leadership Can Feel Isolating

Leadership almost always comes with a shift in dynamics.

Former peers may now report to you. Conversations become more nuanced and confidential. You are expected to model steadiness even when things feel uncertain.

For new and emerging leaders, there is often an added layer of imposter syndrome. The belief that you should already know more, feel more confident, or have all the right answers at all times.

That pressure can lead to isolation in subtle ways, including:

  • Second-guessing your instincts

  • Hiding uncertainty

  • Carrying stress internally instead of processing it

Here is the truth. Loneliness does not make you a bad leader. It makes you human.

Acknowledging leadership loneliness is not a weakness. It is the first step toward moving through it.


Strategic Vulnerability Builds Trust, Not Weakness

One of the most misunderstood leadership skills is vulnerability.

Vulnerability is not oversharing. It is not emotional dumping. And it is not a lack of boundaries.

Strategic vulnerability means showing up honestly and intentionally.

It can sound like:

  • “I do not have the answer yet, but I trust we will figure it out.”

  • “This is a challenging moment, and I am actively working through it.”

  • “I have been thinking about how to lead well here, and I would value your perspective.”

This kind of openness builds trust without undermining authority. It reminds people that leadership is human work, not a performance.


Why Leaders Need a Behind-the-Scenes Support System

One of the most important things leaders can do is build support outside of their team.

High-performing people in every field rarely operate alone. They have coaches, mentors, advisors, and trusted partners behind the scenes. Leadership is no different.

You need a space where you do not have to perform. A place where you can say what you really think, process challenges in real time, and separate what is true from what is reactive.

That support might include:

  • A leadership coach

  • A mentor

  • A peer in a similar role

  • A confidential leadership community

Leadership development does not end when your title changes. You do not have to carry everything inside your own head.


How to Be Real and Still Grounded With Your Team

Connection with your team does not require oversharing. It requires steadiness.

You can acknowledge challenges while still holding direction:

  • “This is new territory for us, and we will find our rhythm.”

  • “Here is what I am clear on, and here is what I am still exploring.”

  • “This is a busy season, and I am prioritizing sustainability.”

When leaders model grounded presence during uncertainty, credibility grows. Openness does not weaken leadership. It strengthens it.


Create Intentional Moments of Connection

Leadership relationships deepen through intentional conversation, not just updates and deliverables.

Make space to ask questions like:

  • “What has been challenging you lately?”

  • “What is something you are proud of this week?”

  • “How can I support you better right now?”

These moments matter. They help your team feel seen and they remind you that you are not leading in a vacuum.


Leadership Does Not Have to Be Lonely

Loneliness may come with leadership, but it does not have to be your permanent state.

You can create connection without losing authority.
You can be real without being unboundaried.
You can lead with both openness and strength.

If leadership has felt isolating lately, let this be your reminder:
You are not alone.
You are allowed to ask for support.
And your leadership gets stronger when you do.

 

Your host, Jessica Wright, is a Life & Career Development Coach for Leaders and the Founder of Wright Life Coaching, LLC. You can connect with and follow her on LinkedIn.