Leadership Matters- A Podcast by The Bailey Group

Leadership Matters- A Podcast by The Bailey Group

Leadership Matters is a podcast from The Bailey Group exploring what it takes to lead with purpose, resilience, and authenticity. Each episode features candid conversations with advisors, executives, and thought leaders who share stories, insights, and practical strategies to inspire and empower teams. Whether you’re a seasoned executive or an emerging leader, you’ll gain fresh perspectives on navigating challenges, building inclusive cultures, and driving meaningful change, because leadership matters now more than ever.

  1. 4d ago

    Be Fearful and Wonderful | Dr. Tonya Jackman Hampton

    In this episode of Leadership Matters, Dr. Tonya Jackman Hampton, CEO and Fractional CHRO/CPO at Sequel Consulting Group, executive coach, keynote speaker, and author of The Myth of the Fearless Leader, joins host Kaylee Thomsen for a powerful conversation on fear, leadership, and what it really means to move forward. Tonya shares how early experiences with belonging and loss shaped her relationship with fear, how a breast cancer diagnosis became a defining moment in her own Engage, Explore, Execute framework, and why the idea of the fearless leader is holding organizations back. She also unpacks how psychological safety, inclusion, and honest conversations about worry and doubt unlock higher performance and better cultures. If you believe great leadership starts with knowing your fear, this one is for you.

    53 min

  2. Jun 24

    From Corporate Burnout to Founder | Jen Roth

    In this episode of Leadership Matters, Jen Roth, founder and CEO of Blue Sparq Marketing and founder of Wise Blue Yonder, joins host Kaylee Thomsen for a candid conversation on resilience, entrepreneurship, and embracing change. Jen shares how watching her father close his small-town CPA practice shaped her values, how a lifelong chronic illness taught her that resilience is a choice, and why she left a stable agency career to help people with disabilities travel the world. She also opens up about navigating AI's disruption of marketing, what leaders consistently get wrong about change management, and what gives her hope in the next generation. If you believe transformation starts with curiosity, this one is for you.

    31 min

  3. Jun 17

    Let the Life Dictate the Job | Kristi Piehl

    In this episode of Leadership Matters, Kristi Piehl, founder and CEO of Media Minefield and author of Flip Your Script, joins host Kaylee Thomsen for an honest conversation on reinvention, resilience, and the power of storytelling. Kristi shares her journey from Emmy-winning TV journalist to communications strategist, how losing her job became the gift that changed everything, and what leaders and brands consistently get wrong about showing up authentically. She also opens up about navigating her son's cancer diagnosis and how it transformed her perspective on leadership, gratitude, and what it means to do work that matters. If you believe your story has the power to move people, this one is for you.

    44 min

  4. Jun 10

    Stop Selling, Start Serving | LeBrent Speed

    In this episode of Leadership Matters, LeBrent Speed, speaker, entrepreneur, and relationship and revenue strategist, joins host Kaylee Thomsen for a deeply personal conversation on relationships, purpose, and what it truly means to lead with people at the center. LeBrent shares his journey from repeated failure in business and relationships to building B3, a community for Black entrepreneurs and authentic allies, and B3I, a youth entrepreneurship initiative changing lives in Minnesota. He reflects on how loss, hardship, and unexpected friendships shaped his worldview, why relationships are the foundation of everything, and what leaders are getting wrong right now. If you believe people are the key to everything, this one is for you.

    38 min

  5. Jun 3

    Why Your People Come Before Your Strategy | Glen Gunderson

    In this episode of Leadership Matters, Glen Gunderson, President and CEO of YMCA of the North, joins host Kaylee Thomsen for a wide-ranging conversation on purpose-driven leadership, whole person well-being, and building community in a divided world. Glenn shares the defining moments and crucibles that shaped his leadership journey, why vulnerability took him a decade to embrace, and how the Y is evolving from swim and gym to a force for whole community well-being. He reflects on leading across six generations, the role of AI in advancing social impact, the decline of third places, and why he believes love and service will ultimately win out. If you lead with purpose, this one is for you.

    48 min

  6. May 27

    The Loneliness Nobody Warns Leaders About | Barb Krantz Taylor

    In this episode of Leadership Matters, Barb Krantz Taylor, co-principal and executive coach at The Bailey Group, joins host Kaylee Thomsen for an honest conversation on loneliness in leadership. Barb explores why leaders at the top so often feel isolated, how to navigate the fine line between oversharing and undersharing, and why transparency doesn't mean letting it all hang out. She reflects on the shifting expectations of modern leaders, the power of naming your emotions, and why replacing "I should" with "I could" might be one of the most freeing shifts a leader can make. If you've ever felt alone at the top, this one's for you.

    41 min

  7. May 20

    The Science of Showing Up | Sally Cornet

    In this episode of Leadership Matters, Sally Cornet, Executive CHRO Counselor at McLean & Company, joins host Kaylee Thomsen for a fascinating conversation on the science of the mind and how it shapes leadership. Sally unpacks what NLP actually is, why 90% of your brain operates on autopilot, and how that invisible programming impacts the way leaders show up. She shares why vulnerability builds more trust than perfection, how flexibility drives influence, and what it really takes to break free from the mental superhighways keeping leaders stuck. She also offers a simple but powerful first step any leader can take this week to start creating new ones.

    39 min

  8. May 13

    Right People, Right Seats, Real Results | Anne Schoolcraft

    In this episode of Leadership Matters, Anne Schoolcraft, certified EOS implementer at EOS Worldwide, joins host Kaylee Thompson for an honest conversation on leadership, accountability, and what it really takes to build high-functioning teams. Anne shares her unexpected path from stay-at-home mom to running a family business through a financial turnaround - and eventually finding her calling as an EOS implementer. She unpacks why right people in right seats is the foundation of accountability, how visionary-integrator tension plays out in real life, and why slowing down to identify the root issue is the discipline most teams resist. Anne also shares practical tools for keeping teams aligned and moving forward together.

    38 min
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About

Leadership Matters is a podcast from The Bailey Group exploring what it takes to lead with purpose, resilience, and authenticity. Each episode features candid conversations with advisors, executives, and thought leaders who share stories, insights, and practical strategies to inspire and empower teams. Whether you’re a seasoned executive or an emerging leader, you’ll gain fresh perspectives on navigating challenges, building inclusive cultures, and driving meaningful change, because leadership matters now more than ever.

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