Illustrating Leadership Lesson: Reframing Failure
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Reframing Failure

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.

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Illustrating Leadership Lesson: Belief Sparks Possibility
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Belief Sparks Possibility

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. 

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Illustrating Leadership Lesson: Trusting Yourself as a Leader
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Trusting Yourself as a Leader

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 people-pleasing patterns, and rebuild the confidence to trust yourself again.

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Illustrating Leadership Lesson: Leading with Softness
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Leading with Softness

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 happening beneath the surface.

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Illustrating Leadership Lesson: The Power of the Pause
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: The Power of the Pause

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.

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Illustrating Leadership Lesson: Listening to your Body
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Listening to your Body

In this episode of the Illustrating Leadership Podcast, I sat down with Joanna Lund-Pops, embodied career and leadership coach, to explore how reconnecting with our bodies can transform the way we lead, make decisions, and sustain our energy — especially in the nonprofit and social impact space.

Joanna helps changemakers move beyond the “do more with less” mindset and instead reclaim the bold, impactful careers and lives they were meant to have. Her insights remind us that great leadership doesn’t come from the head alone — it comes from the whole self.

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Illustrating Leadership Lesson: The Leader As A Mirror
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: The Leader As A Mirror

In this solo episode of the Illustrating Leadership Podcast, I explore one of the most transformative mindset shifts for any leader...moving from being the fixer to becoming the coach. When you step into leadership, it’s natural to think your role is to have all the answers. But true leadership isn’t about solving every problem. It’s about helping your team discover their own solutions and strength.

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Illustrating Leadership Lesson: Lead Yourself First
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Lead Yourself First

In this episode of the Illustrating Leadership Podcast, I had the honor of speaking with Chris Kruger — retired U.S. Army infantryman and Black Hawk pilot turned author. Chris spent over two decades in the military, completing multiple deployments to Iraq and Afghanistan before retiring and embarking on a new chapter as a writer and mental health advocate.

His story is one of resilience, self-awareness, and the power of empathetic leadership — both in uniform and beyond it.

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Illustrating Leadership Lesson: Balancing Empathy and High Standards
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Balancing Empathy and High Standards

In this solo episode of the Illustrating Leadership Podcast, I get into one of the biggest tensions leaders face: balancing empathy with effectiveness. Can you really lead with both heart and high standards? I believe the answer is yes — not only can you, but the best leaders do.

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Illustrating Leadership Lesson: Time is Valuable
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Time is Valuable

In this episode of the Illustrating Leadership Podcast, I sat down with Tara Haislip, founder of Grounded Energy 111 and host of the upcoming Burn the Script podcast. Tara’s story is one of reinvention, resilience, and redefining what success really means. From professional dancer to paralegal to health coach and now entrepreneur, her journey reflects what happens when we stop following everyone else’s rules and start creating our own.

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Illustrating Leadership Lesson: Coming Back from Burnout
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Coming Back from Burnout

In this episode of the Illustrating Leadership Podcast, I had the joy of talking with Christy Nichol, burnout recovery specialist and former sports therapist. Christy shared her journey of navigating burnout—twice—and how those experiences shaped her passion for helping high-performing professionals and entrepreneurs reclaim their energy, restore balance, and rediscover joy. Her story is a powerful reminder that self-care and authenticity aren’t luxuries in leadership—they’re essentials.

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Illustrating Leadership Lesson: Reframing Feedback
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Reframing Feedback

In this solo episode of the Illustrating Leadership Podcast, I explore one of the most essential—and often most challenging—skills for leaders: feedback. Whether you’re offering it or receiving it, feedback can stir up discomfort, self-doubt, or defensiveness. But when it’s done well, it becomes one of the strongest tools we have for building trust, growth, and connection on our teams.

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Illustrating Leadership Lesson: The Importance of Company Culture
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: The Importance of Company Culture

In this episode of the Illustrating Leadership Podcast, we meet Marianna Kinnee, founder of Might in Motion and Director of Facility Implementation at Vector. Marianna’s career journey—from internships in manufacturing to leadership in the tech startup and supply chain space—illustrates the power of diverse perspectives, intentional mentorship, and data-driven decision-making in shaping modern leadership.

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Illustrating Leadership Lesson: Using Your Emotions As Data
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Using Your Emotions As Data

So often, leaders are told: don’t let emotions get in the way,keep it professional,stick to the facts.
But here’s the truth—emotions are facts. They’re physiological, neurological, and deeply tied to how we make decisions, build trust, and experience the world.

In this solo episode of the Illustrating Leadership Podcast, I shared why emotions aren’t a liability—they’re information. And if you know how to interpret them, you gain a powerful edge in leading yourself and others.

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Illustrating Leadership Lesson: Building Confidence Through Personal Style
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Building Confidence Through Personal Style

In this episode of the Illustrating Leadership Podcast, Jessica welcomes Robin Fisher, a personal stylist and image coach, to discuss the impact of personal style on confidence and leadership. Robin shares insights from her 16-year career as the CEO and founder of Polished Image and Style, an image consulting and styling firm based in DC. Listeners will learn about the importance of showing up authentically, building a capsule wardrobe, and working within budgets to enhance their professional presence. Robin also offers practical tips for leaders on how to refine their personal style, including the significance of key wardrobe staples and understanding one's personal taste. This episode is filled with valuable advice for anyone looking to elevate their style and confidence in their professional life.

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Illustrating Leadership Lesson: Systems Will Save You
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Systems Will Save You

Being an effective leader, whether in your own venture or within an organization, requires adaptability and strategic thinking. On this episode of the Illustrating Leadership podcast, we caught up with Michelle MacNeil, a systems business coach with a unique perspective shaped by her dual life as a businesswoman and farmer in Alberta, Canada. Michelle's journey and insights offer invaluable lessons on how systems can transform challenges into opportunities, offering leaders the freedom and efficiency they crave.

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Illustrating Leadership Lesson: When Life as you know it is over
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: When Life as you know it is over

Please enjoy this incredible conversation on the Illustrating Leadership Podcast with Maggie Kang, a Healthcare and Life coach, and former Radiologist. Maggie's journey reflects growth through life-altering challenges and can offer valuable lessons for everyone.

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Illustrating Leadership Lesson: Know Your Strengths
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Know Your Strengths

This week on the Illustrating Leadership Podcast we’re having a conversation with Anna Larson, a Gallup-certified CliftonStrengths coach and Marketing Strategist. Her insights on leveraging personal and team strengths provide a roadmap for leaders aiming to enhance both personal and group performance.

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Illustrating Leadership Lesson: Take Time to breathe
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Take Time to breathe

We're diving deep into the topic of breathing with expert Hamra Bakircioglu – something we all do but often overlook in terms of its importance and nuances. Surprisingly, effective breathing can have a profound impact on our leadership capabilities and overall well-being.

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Illustrating Leadership Lesson: Leading through stress
Jessica Wright Jessica Wright

Illustrating Leadership Lesson: Leading through stress

On this episode of the Illustrating Leadership Podcast, we meet Michele Thompson. Michele brings a wealth of knowledge from her 27 years as a nurse, with 17 of those specifically in the senior care sector. Her mission today is to help organizations and their leaders create psychologically safe workplaces where employees never want to leave. 

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