A podcast to help #2’s become #1’s in life and work. Meet your host, Jenny Mitchell, an executive coach, and professional fundraiser. Jenny believes in the power of the underdog - the person who has overcome hardship, stereotyping, typecasting, or debilitating self-doubt to step into the best version of themselves. Underdogs lead with compassion and kindness. These leaders are hard-wired to make the world a better place for everyone. Join Jenny in this podcast to grow your skills, step into who you were always meant to be, and expand into your best version of yourself. Because right now, the world needs more underdog leadership.
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In this punchy UNCUT mini-episode, Jenny Mitchell dives into one of the hardest questions many of us avoid: What do you want? Sounds simple, but if you’re someone who identifies as a people-pleaser or is constantly tuned in to what others need, this question might leave you blank.
Jenny explores how our desire to keep the peace, avoid discomfort, or live up to unrealistic expectations can cloud our own internal compass. Drawing from her own journey as a leader and coach, she offers a loving (but firm) reminder: You can't have it all, at least not all at once, and leadership means choosing what you want and accepting what comes with it.
Listener Reflection: What do you really want and what are you willing (and not willing) to do to make it happen? Can you give yourself 10 quiet minutes to name it, write it down, and begin making a plan?
Lean into Meaningful Conversations with this complimentary 20 minute video all about the tools and techniques for moving conversations forward: https://youtu.be/zv1N_ZsDEAs
6.8: Stop Pleasing Others and Start Reclaiming Your Leadership Power
Saison 1
jeudi 19 juin 2025 • Durée 21:03
Ever feel like you're leading a team, running a household, or juggling it all and still putting everyone else’s needs ahead of your own?
In this powerful solo episode, Jenny Mitchell dives headfirst into the messy truth about people-pleasing and how it quietly chips away at your leadership potential. With a mix of personal stories, hard-won insights, and “big girl pants” moments, Jenny challenges us to stop managing everyone else’s emotions and start standing firm in our own decisions, even if it means someone might think a bad thought about us. Let them.
This episode is a must-listen for recovering (or reluctant) people-pleasers, especially women leaders who are ready to get clear, get intentional, and reclaim their voice. If you've been feeling disconnected from what you want, this episode might just be the sign you've been waiting for.
Key Takeaways:
People pleasing undermines leadership
Self-awareness is the first step to change
Resentment is a red flag
Effective leadership requires tough choices
Empowered leaders lead from intention
Chapters:
00:00 Understanding People Pleasing in Leadership
02:51 The Impact of People Pleasing on Leadership Effectiveness
06:12 Reactive vs. Creative Leadership Tendencies
09:05 Navigating Leadership Decisions and External Perceptions
11:56 Finding Clarity and Streamlining Leadership
14:42 Empowering Leadership Through Self-Awareness
If you loved this episode, you’ll also enjoy:
6.7: UNCUT - A Leadership Fable about a Cat, an Electrical Cord, a Backpack
Saison 6 · Épisode 63
jeudi 12 juin 2025 • Durée 09:07
This episode includes a dog, a cat who runs up a tree and gets stuck, an electrical cord, and a leadership lesson. There’s a backyard rescue mission, a personal realization and a few more interesting plot twists.
But the real story? It’s not about the cat.
It’s about what happens inside a people-pleaser’s mind when something goes wrong, and the urge to fix, help, and over-function takes over.
Jenny explores the discomfort of stepping back, resisting the urge to over-help, and learning to trust that other people are capable—even when it’s hard to watch.
Listener Reflection: Have you ever helped without being asked? What would it have looked like to step back with compassion instead?
Lean into Meaningful Conversations with this complimentary 20 minute video all about the tools and techniques for moving conversations forward: https://youtu.be/zv1N_ZsDEAs
6.7: How Successful Leaders Build Strong Communities Around Themselves (Secrets Revealed)
Saison 5 · Épisode 62
jeudi 5 juin 2025 • Durée 23:47
Ever wonder how “that woman” does it? You know the one—she knows everyone, is in the right room at the right time, and has the perfect connection for what you’re looking for. This week, Jenny Mitchell pulls back the curtain on the not-so-secret, yet rarely talked about, art of building and maintaining a powerful leadership network.
In this episode, Jenny shares the real reasons behind why strong leaders aren’t just good at their jobs—they’re connected, curated, and community-driven.
Whether you're an extrovert who thrives in a crowd or an introvert who excels one-on-one, community building is a skill you can learn. I’ll share practical tips, the benefits of nurturing your network, and how to make time for new connections—even when your schedule feels full.
This episode is for ambitious, compassionate women who want to lead with impact and build meaningful relationships along the way. Let’s get started.
Key Takeaways:
Strong communities are built with intention, not luck.
Networking is essential for leadership and growth.
Compassionate leadership includes accountability.
Maintaining and celebrating relationships strengthens your network.
Choose networking methods that align with your style—but do it consistently.
Chapters:
00:00 Building Strong Communities: The Foundation of Leadership
02:54 The Importance of Networking for Leaders
05:59 Masterminds and Collaborative Support
09:12 Digital Networking: Leveraging Online Platforms
12:11 Feeding Your Network: Maintaining Relationships
6.6: UNCUT - From New Leader to Confident Boss: Key Messages for First-Time Woman Leaders
Saison 6 · Épisode 61
jeudi 29 mai 2025 • Durée 04:59
In this week’s Uncut episode, Jenny Mitchell takes us back to basics with a quick and practical set of "cue cards" — essential reminders for anyone stepping into leadership for the first time. This episode serves as a companion piece to last week’s conversation with Katie McMillan about navigating the first year as a new executive director and the role coaching can play.
Leadership is a marathon, not a sprint. Remember to embrace patience and persistence as key leadership traits. If you’re stepping into a leadership role, this episode is packed with practical wisdom to help you stay grounded and purposeful in your first months and beyond.
Listener Reflection: What is one area in your leadership where you might need to slow down and focus more on planning and pacing, rather than rushing to act?
Lean into Meaningful Conversations with this complimentary 20 minute video all about the tools and techniques for moving conversations forward: https://youtu.be/zv1N_ZsDEAs
6.6: Navigating Leadership as a New Executive Director with Katie McMillan
Saison 6 · Épisode 60
jeudi 22 mai 2025 • Durée 30:10
Stepping into a new leadership role can feel like sailing into uncharted, rocky waters—exciting AND terrifying. Your inner critic is loud, your confidence shaken, and the pressure to lead feels overwhelming.
In this episode, Jenny Mitchell chats with Katie McMillan, Executive Director of the Milton District Health Foundation, who shares real, raw lessons from her first year as a newly appointed leader. Katie opens up about the moment she knew it was time to move from a supporting role into leadership, the challenges of owning decisions, and how coaching became one of her secret weapon to thrive.
Hear how Katie invited her board to invest in her growth, while embracing a leadership style that’s about listening, learning, and empowering others—not having all the answers.
Key Takeaways:
Gain experience by trying new things and embracing challenges.
Coaching builds confidence and supports leadership growth.
Trust and compassionate listening are essential to effective leadership.
Ask the right questions to resolve conflict and foster team ownership.
Understand organizational dynamics and balance action with planning for success.
Chapters:
00:00 Navigating Leadership Transitions
02:56 The Role of Coaching in Leadership
05:48 Building Trust and Vulnerability
08:52 Listening and Learning as a Leader
12:01 Conflict Resolution and Decision Making
15:01 Understanding Organizational Politics
18:05 Balancing Doing and Planning
21:02 Compassionate Leadership and Accountability
Connect with Katie
6.5: UNCUT - Use This Exercise to Prioritize Your Tasks for Success
Saison 6 · Épisode 59
jeudi 15 mai 2025 • Durée 08:06
Feeling overwhelmed and pulled in a million directions? Take a load off, and have a listen! This episode is a lifeline to clarity.
Jenny shares her go-to brain dump exercise—a powerful, simple practice she uses with clients, teams, even her partner—to cut through chaos and zero in on what really matters. Inspired by a Warren Buffett story about ruthless prioritization, this short session walks you through a process to clear mental clutter, sort your goals, and start taking aligned, strategic action.
Jenny guides you to: - Brainstorm freely and get it all out of your head - Identify your “parking lot” ideas (hello, accordion!) - Circle your gut-level priorities - Map those priorities into your actual calendar - And stop moving the goalposts on yourself
If you’ve been craving clarity, purpose, and some good practical wisdom, this episode delivers. Listen now and get focused on your next one thing.
Listener Reflection: What did your brain dump reveal about where you're spending your energy—and does it align with what truly matters to you right now?
Lean into Meaningful Conversations with this complimentary 20 minute video all about the tools and techniques for moving conversations forward:
6.5: The ONE Thing All Leaders Must Do
Saison 6 · Épisode 58
jeudi 8 mai 2025 • Durée 23:35
In this solo episode, Jenny Mitchell takes listeners deep into one of the most critical skills every leader must master: the ability to prioritize with clarity and conviction. Drawing inspiration from Gary Keller’s book The One Thing, Jenny explores how simplification is not a sign of weakness, but a strategic power move.
She shares personal stories — like the shift from pedaling faster to pedaling smarter — and explains how true leadership begins when we train our attention on high-value tasks, streamline operations, and boldly say no to what no longer serves our purpose.
Jenny also breaks down the common growth cycle leaders face: Grow → Plateau → Streamline → Reflect → Grow Again, emphasizing the need to pause and assess before scaling.
Key Takeaways:
Focus on what matters most – Not everything is equal; prioritize high-impact tasks.
Simplify and streamline – Reduce complexity to boost efficiency and clarity. Invest energy strategically – Choose where to focus your time and attention.
Let go to grow – Release what no longer serves you to make space for progress.
Stay adaptable and well – Embrace change and support productivity with habits like exercise and visualization.
Chapters:
00:00 Finding Your One Thing
02:50 The Importance of Simplification
06:02 Streamlining for Success
08:53 Prioritizing High-Value Tasks
12:01 The Power of Focus and Attention
14:50 Visualizing Success
18:14 Making Strategic Choices
6.4: UNCUT - Owning Your Emotions, Thoughts and Behaviours
Saison 6 · Épisode 57
jeudi 1 mai 2025 • Durée 06:04
This Uncut episode explores a powerful shift in leadership: letting others own their experiences. Building on last week’s chat with Nate and inspired by Mel Robbins’ Let Them, we unpack how women leaders overstep in the name of being helpful, offering unsolicited help that undermines others’ confidence. Nate’s insight around the importance of feeling valuable, capable, and responsible reframes how we support others without taking over.
We dig into the importance of owning your own behaviour rather than trying to control others’. Simple language shifts—like saying “I want you to…” instead of “I need you to…”—create trust. This episode is a call to lead with self-responsibility, clarity, and compassion in today’s evolving leadership landscape.
Listener Reflection: What would it feel like to fully trust others to be valuable, capable, and responsible without stepping in?
Lean into Meaningful Conversations with this complimentary 20 minute video all about the tools and techniques for moving conversations forward: https://youtu.be/zv1N_ZsDEAs
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6.4: Compassionate Accountability for Leaders with Nate Regier
Saison 6 · Épisode 56
jeudi 24 avril 2025 • Durée 35:27
This episode will challenge everything you thought you knew about conflict, communication, and accountability.
In this episode, Jenny Mitchell sits down with Dr. Nate Regier, founder of Next Element Consulting and author of Compassionate Accountability. Together, they dive into the often-misunderstood space between being nice and being firm—revealing that true leadership doesn’t have to sacrifice kindness for results.
Through candid stories and practical insights, Jenny and Nate explore how leaders can create cultures that honor people as capable, emotionally intelligent contributors, while still addressing behaviour that needs to change.
Get ready to rethink the way you lead—with heart, honesty, and a healthy dose of compassionate accountability.
Key Takeaways:
Compassion and accountability go hand in hand
Trust and communication are key
Empowering others matters
Women leaders need support
Chapters:
00:00 The Intersection of Compassion and Accountability
03:00 Understanding Compassion in Leadership
05:51 The Value of Capability in Teams
08:59 Navigating Non-Consensual Helping
11:59 Setting Boundaries in Leadership
14:55 Addressing Gossip and Drama in the Workplace
17:51 Accountability vs. Responsibility
20:59 Empowering Women in Leadership
23:57 The Role of Language in Leadership
26:56 Owning Your Emotions
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Lean into Meaningful Conversations with this complimentary 20 minute video all about the tools and techniques for moving conversations forward: https://youtu.be/zv1N_ZsDEAs
Lean into Meaningful Conversations with this complimentary 20 minute video all about the tools and techniques for moving conversations forward: https://youtu.be/zv1N_ZsDEAs
Lean into Meaningful Conversations with this complimentary 20 minute video all about the tools and techniques for moving conversations forward: https://youtu.be/zv1N_ZsDEAs
Lean into Meaningful Conversations with this complimentary 20 minute video all about the tools and techniques for moving conversations forward: https://youtu.be/zv1N_ZsDEAs
Lean into Meaningful Conversations with this complimentary 20 minute video all about the tools and techniques for moving conversations forward: https://youtu.be/zv1N_ZsDEAs
