Underdog Leadership Podcast
with Jenny Mitchell | Season Six
A podcast to help #2’s become #1’s in life and work. 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
This Season
Episode 1
Work-Life Integration: Lessons Learned from a Workaholic Woman
Season 6 is HERE! In this episode, Jenny Mitchell explores the concept of workaholism and how it has evolved over time. Once worn as a badge of honor, being a “workaholic” is now a term many professionals are actively trying to shed. Jenny shares her journey from an overachiever to a high performer, highlighting the importance of work-life integration rather than balance.
Tune in and discover how you can move from workaholic tendencies to a more sustainable and fulfilling work-life integration!
Episode 2
How To Make Career Development a 365 Day a Year Project
What if losing your job was the best thing that ever happened to you? That’s exactly what career coach, Michelle Schafer discovered when an unexpected job loss led her to her true calling.
In this episode, Michelle shares her personal journey—jumping across industries from banking to government to nonprofits—before finally finding her passion in coaching. She reveals how discomfort and uncertainty aren’t just challenges but catalysts for reinvention.
Episode 3
Personal Leadership that Delivers Utter Fulfilment
Jen Szpigiel, founder of Becoming Iconic, sits down with Jenny to explore what it truly means to lead with courage, make empowered decisions, and step into your future self—before you are ready.
Jen shares personal stories about navigating uncertainty, making high-stakes investments, and keeping your vision, even in the midst of fear.
This episode will inspire you to trust yourself and go for it.
Episode 4
Compassionate Accountability for Leaders
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.
Episode 5
The ONE Thing All Leaders Must Do
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.
Episode 6
Navigating Leadership as a New Executive Director
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.
Episode 7
How Successful Leaders Build Strong Communities Around Themselves (Secrets Revealed)
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.
Episode 8
Stop Pleasing Others and Start Reclaiming Your Leadership Power
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.
Dig into the ‘Uncut Edition’ on June 26th, here!
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