Skip to content
The Kind Leader podcast artwork

PODCAST · business

The Kind Leader

by Gino Degregori

Navigating Business with Empathy! This podcast is to inspire and equip current and aspiring business leaders to incorporate kindness and empathy into their leadership styles. By presenting real-world examples, interviews with thought leaders, and actionable strategies, the podcast aims to shift the paradigm of leadership from merely transactional to more compassionate and ethical, but most importantly transformational. We want to also serve as a platform to encourage strong, kind leadership that not only enhances corporate performance but also makes a generational impact by transforming organizational cultures for the better.The target audience includes corporate executives, managers, small business owners, and tech leaders who are interested in nurturing more humane, sustainable work environments while driving business success.

Publisher-supplied feed metadata · PodParley refreshed Oct 8, 2026 · Source feed

Episodes

  1. What Surviving The Unthinkable Taught Him About Leadership

    One day, he was a college student with dreams of changing his family's future. The next, he was running for his life. Dr. Delphin Kyubwa survived a massacre at his university in the Democratic Republic of Congo, fled his country, and spent years living in refugee camps, uncertain of what tomorrow...

  2. They Inherited The Business. Not The Right To Lead It.

    Brian and Paul Riemer were born into a family business. But that didn't mean they had earned the right to lead it. Their father, Steven, spent decades building Riemer Insurance Group from the ground up. When the next generation stepped in, inheriting the business was only the beginning. The…

    more
  3. The CARES Framework: Relationships | Build trust before you need it.

    Every hard conversation you'll ever have as a leader starts long before you open your mouth. It starts in the moments when nothing is wrong. In this third deep dive into the CARES Framework, Gino Degregori explores Relationships—the R in CARES—and why trust has to be built before the moment you...

  4. The Leadership Mistake That Can Crash A Plane, Or A Company

    A plane rarely gets into trouble because of one enormous mistake. It starts with the small ones. A checklist skipped. A warning ignored. A deviation that worked out fine last time, so you allow it again. Aviation calls it "normalization of deviation." And businesses do it every day. In this…

    more
  5. The CARES Framework: Accountability | Hold the standard with care, not fear.

    The kindest leaders aren't always the easiest leaders to work for. Sometimes, they're the ones who expect the most from you. In this second deep dive into the CARES Framework, Gino Degregori explores Accountability, the A in CARES, and why holding people to a high standard isn't the opposite of...

  6. The Leadership Lesson Hollywood Understands Better Than Most CEOs

    You have about three seconds to earn someone's attention. Hollywood understands this. Most leaders don't. In this episode of The Kind Leader Podcast, Gino Degregori sits down with Brandon Wasserburger, founder and CEO of Fire Tribe, who spent years producing and editing shows for Netflix and HGTV...

  7. The AI Leadership Trap: Mistaking Speed For Clarity

    AI can give you an answer in seconds. But speed can create something dangerous for leaders: The illusion of clarity. In this episode of The Kind Leader Podcast, Gino Degregori sits down with Adrian Wolfberg, organizational change consultant, author, and former naval officer and intelligence…

    more
  8. Your Team Is Carrying More Than You Know

    Someone on your team is struggling right now. You may not know who. They may never tell you. And how you lead before that conversation happens may determine whether they ever feel safe enough to. In this episode of The Kind Leader Podcast, Gino Degregori sits down with Ralph Kellogg, Chief Human...

  9. The More You Control, The Less Your Team Can Grow

    Most leaders don't think they're controlling. They think they're protecting the outcome. But the more decisions they hold, the more answers they provide, and the more closely they manage every detail, the less room their people have to grow. In this episode of The Kind Leader Podcast, Gino...

  10. The CARES Framework: Clarity | Understand Yourself Before You Lead Others

    For years, Gino Degregori tried to become the leader he thought everyone else needed. The confident CEO. The person with every answer. The leader involved in every decision. But the harder he tried to become that person, the further he moved from the leader he actually was. After 18 years of...

  11. The Kind Leader Rewind | After 17 Bosses, Someone Finally Listened.

    "You are my seventeenth boss." "Why should I care?" Those seven words became one of the most unforgettable leadership moments in the history of The Kind Leader Podcast. In this first Kind Leader Rewind, Gino Degregori revisits a powerful conversation with cybersecurity leader Haj Ramos, CIO and…

    more
  12. Why Great Leaders Make People Stay

    In a world where changing jobs every few years has become the norm, Michael Roop made a different choice. He stayed. For more than 22 years. Not because change wasn't possible. But because every great leader he followed gave him another reason to stay. In this special 100th episode of The Kind...

  13. The Hidden Cost Of Employees Feeling Unseen

    60% of employees feel unnoticed by their manager. Most leaders think that's an engagement problem. Sally Mildren believes it's a biological one. In this powerful episode of The Kind Leader Podcast, Gino Degregori sits down with marketing strategist, leadership educator, and author Sally Mildren…

    more
  14. The CARES Framework: 5 Traits Every Kind Leader Shares

    After 97 conversations with leaders from around the world, Gino Degregori noticed a pattern: The leaders people trust most don't just excel at one thing. They consistently get five things right. The challenge? Most leaders only master one or two. In this solo episode of The Kind Leader Podcast,...

  15. The Hidden Cost Of Being The Nice Leader

    Everyone wants to work with the nice leader. The patient one. The supportive one. The one who always says yes. But what if being nice is quietly holding you back? In this episode of The Kind Leader Podcast, Gino Degregori sits down with technology executive and longtime colleague Eric Schrier to...

  16. The Traits That Make You Successful May Be Burning You Out

    What if the traits that helped you succeed are the same traits quietly pushing you toward burnout? In this powerful episode of The Kind Leader Podcast, Gino Degregori sits down with executive coach, author, and founder of Gem Consulting Solutions, Julien Godbarge, to explore why some of our...

  17. You Can't Lead Others Until You Lead Yourself

    Most leaders think their biggest challenge is managing other people. Tinna Jackson believes it's managing themselves. In this powerful episode of The Kind Leader Podcast, Gino Degregori sits down with executive coach, bestselling author, and former U.S. Senate Deputy Chief of Staff Tinna Jackson…

    more
  18. The 4 Habits That Feel Like Kindness, But Aren't

    In the first solo episode of The Kind Leader Podcast, Gino shares one of the hardest leadership lessons he's learned: The things that make us feel like kind leaders aren't always kind at all. Avoiding hard conversations. Keeping the peace. Protecting people from discomfort. They may feel caring…

    more
  19. People Don't Want A Boss. They Want A Leader Who Gives A Damn

    People don't want a boss. They want a leader who gives a damn. In this powerful episode of The Kind Leader Podcast, Gino Degregori sits down with leadership advisor and Root & Regard founder Marion Kennedy to explore why great leaders don't choose between head and heart. They learn to lead with...

  20. The Biggest Lie In Cybersecurity: "People Are The Weakest Link"

    What if the biggest risk inside your organization isn't technology… but fear? In this powerful episode of The Kind Leader Podcast, Gino Degregori sits down with cybersecurity executive, TEDx speaker, advisor to Duke University's executive cybersecurity program, and director of cybersecurity…

    more
  21. What If Profit and Purpose Weren't Opposites? Rethinking Leadership, Capital, and Impact with Jenna Nicholas

    What if the most profitable businesses were also the most conscious? In this thought-provoking episode of The Kind Leader Podcast, host Gino Degregori sits down with Jenna Nicholas, President of Lightpost Capital, Co-Founder & CEO of Impact Experience, and Forbes 30 Under 30 social entrepreneur…

    more
  22. What Your Body Knows That Your Mind Ignores: Elizabeth Rosenberg on Burnout, Intuition & Leadership

    What happens when your body forces you to confront a life your mind refuses to question? In this powerful and deeply human episode of The Kind Leader Podcast, host Gino Degregori sits down with Elizabeth Rosenberg, former top-tier communications strategist with over 25 years advising Fortune 500...

  23. Stop Setting Goals: Radhika Dutt on Puzzle Thinking, Innovation & Kind Leadership

    What if the problem with performance isn't your team… but the way you're asking the question? In this thought-provoking episode of The Kind Leader Podcast, host Gino Degregori sits down with Radhika Dutt, author of Radical Product Thinking, MIT engineer, entrepreneur, and advisor, to explore why...

  24. What AI Can't Replace: Pete Sacco on Leadership, Consciousness & Human Discernment

    What if the real question about AI isn't what it can do… but what we bring that it never will? In this powerful and thought-provoking episode of The Kind Leader Podcast, host Gino Degregori sits down with Pete Sacco, Founder & CEO of PTS Data Center Solutions and Gray Wolf Data Centers, with over...

  25. What Nature Teaches Us About Leadership: Ines Garcia on Thriving Teams, Edges & Living Systems

    What if the answers to better leadership, stronger teams, and more resilient organizations have already been solved… by nature? In this thought-provoking episode of The Kind Leader Podcast, host Gino Degregori sits down with Ines Garcia, organizational coach, Salesforce MVP Hall of Fame inductee,...

  26. Your Voice Is Your Power: Sarah Barnes-Humphrey on Visibility, Leadership & Being Heard

    What does it really take to lead with purpose in a fast-moving, global industry? In this insightful episode of The Kind Leader Podcast, host Gino Degregori sits down with Sarah Barnes-Humphrey, founder of Let's Talk Supply Chain and a leading voice in the global supply chain industry, to explore...

  27. How You Show Up Is Leadership: John Donnelly on Presence, Responsibility & Inner Discipline

    Leadership is often measured by results. But the leaders people remember… are defined by how they show up. In this thoughtful and deeply grounded episode of The Kind Leader Podcast, host Gino Degregori sits down with John Donnelly, a leader with over 27 years in the mortgage industry, including…

    more
  28. Designing Time: John K. Coyle on Leadership, Meaning & Moments That Matter

    Leadership often focuses on managing time. But what if the real opportunity isn't to manage time… but to design it? In this insightful and thought-provoking episode of The Kind Leader Podcast, host Gino Degregori sits down with John K. Coyle, Olympic silver medalist, Emmy Award-winning producer,...

  29. Conflict Is a Leadership Skill: Dr. Jen Fry on Courage, Culture & Honest Conversations

    Leadership often celebrates harmony. But what if the real path to stronger teams, deeper trust, and healthier cultures begins with something many leaders try to avoid: conflict? In this thought-provoking episode of The Kind Leader Podcast, host Gino Degregori sits down with Dr. Jen Fry, conflict...

  30. Leading Without Isolation: Jonathan Bennett on Self-Awareness, Culture & Executive Courage

    Leadership can feel isolating. It can also feel heavy, especially when the decisions are high stakes and the responsibility rests on your shoulders. In this thoughtful and deeply grounded episode of The Kind Leader Podcast, host Gino Degregori sits down with Jonathan Bennett, Advisor & Strategic...

  31. Leading Under Pressure: Heidi Connelly on AI, Integrity & High-Performance Kind Leadership

    What does kind leadership look like when the stakes are national security, AI transformation, and federal innovation? In this powerful episode of The Kind Leader Podcast, host Gino Degregori sits down with Heidi Connelly, Cloud & AI Platform Sales Leader at Microsoft, former U.S. Army Signal...

  32. Leading from Within: Dr. Aumatma Simmons on Hormones, Alignment & Conscious Leadership

    What if leadership doesn't start in the boardroom, but in the body? In this thought-provoking episode of The Kind Leader Podcast, host Gino Degregori sits down with Aumatma Simmons, holistic fertility expert, founder of the Holistic Fertility Institute, and author of Fertility Secrets. With over…

    more
  33. The Audacity to Choose: Hussein Hallak on Responsibility, Trust & Human-Centered Leadership

    What if true leadership isn't about control, certainty, or flawless execution, but about responsibility, choice, and human connection? In this powerful and deeply honest episode of The Kind Leader Podcast, host Gino Degregori sits down with Hussein Hallak tech entrepreneur, author, and creative...

  34. Leading with Presence: Elysia Skye on Mindfulness, Intuition & Conscious Leadership

    What if the foundation of kind leadership isn't strategy, performance, or productivity, but presence? In this deeply human and grounding episode of The Kind Leader Podcast, host Gino Degregori sits down with Elysia Skye, mindfulness and purpose coach, speaker, and founder of Elysia Skye Wellness....

  35. Leading with Optimism: Josh Dorfman on Making Climate Solutions Human, Scalable & Enduring

    What if the path to sustainability isn't driven by fear or guilt, but by innovation, optimism, and kind leadership? In this inspiring episode of The Kind Leader Podcast, host Gino Degregori sits down with Josh Dorfman, climate tech entrepreneur, sustainability strategist, and founder of…

    more
  36. Leading with Safety: Tom Krause on Psychological Safety, Systems Thinking & High-Trust Leadership

    What if safety wasn't just a compliance metric, but a reflection of leadership, culture, and care for people? In this powerful episode of The Kind Leader Podcast, host Gino Degregori sits down with Tom Krause, globally recognized expert in organizational safety, leadership, and culture. With more...

  37. Abundance Over Scarcity: Bernard Youngblood on Kind Leadership, Partnerships & the Future of Work

    What if the biggest limitation in leadership isn't resources, competition, or technology, but scarcity thinking? In this insightful episode of The Kind Leader Podcast, host Gino Degregori sits down with Bernard Youngblood, Director of Partnerships at HotLogic, founder and CEO of Think Partners…

    more
  38. Kind Leadership Under Pressure: Russell "Haj" Ramos on Trust, Security & Human-Centered Technology

    What if kindness and clarity were your strongest defenses in high-stakes cybersecurity and technology leadership? In this powerful episode of The Kind Leader Podcast, host Gino Degregori sits down with Russell "Haj" Ramos, a seasoned IT and cybersecurity leader with over 34 years of experience...

  39. Kind Leadership in the Age of AI: John Binks on Balancing Technology, Humanity, and Mission

    What if leading through technology was really about leading through people? In this meaningful episode of The Kind Leader Podcast, host Gino Degregori sits down with John Binks, technologist, author, and Senior Director of Business Development at Titan Technologies. John is a former DHS / FEMA...

  40. Mental Wellness Is Leadership: Corey Hart on Empathy, Joy & Human-Centered Growth

    What if mental wellness isn't a side note in leadership, but the foundation of it? In this thoughtful episode of The Kind Leader Podcast, host Gino Degregori sits down with Corey Hart, mental wellness strategist, startup mentor, educator, and Senior Director of Growth at Mentavi Health, where…

    more
  41. Compassion with Clarity: Karen Ansen on Leading Through Difficult Conversations

    What if the hardest conversations at work could actually become the most human and transformative ones? In this thoughtful episode of The Kind Leader Podcast, host Gino Degregori sits down with Karen Ansen, workplace law and HR strategist with over 20 years of experience, founder of Ignite HR &...

  42. Leading with Laughter: Kathy Klotz-Guest on Creativity, Courage & Kind Leadership

    What if the key to better leadership isn't perfection… but play? In this energizing episode of The Kind Leader Podcast, host Gino Degregori sits down with Kathy Klotz-Guest, innovation strategist, speaker, Second City-trained comedian, founder of Keeping It Human, and author of Stop Boring Me!....

  43. Kindness in Action: From Military Intelligence to Entrepreneurial Leadership with Sean Keller

    What if the most powerful kind of leadership is the kind that stays the same, whether you're in uniform, in the boardroom, or serving your community? In this inspiring episode of The Kind Leader Podcast, host Gino Degregori sits down with Sean Keller, entrepreneur, senior executive, retired U.S....

  44. Empathetic Leadership in Project Management: Joe Launi on Building Trust, Morale & High-Performing Teams

    What if the most important tool in project leadership isn't a framework or a Gantt chart… but empathy? In this insightful episode of The Kind Leader Podcast, host Gino Degregori sits down with Joe Launi, founder of Project Management Experts and a project leadership veteran with nearly 40 years…

    more
  45. From Navy Intel to Ethical AI: Michael Chavira on Leading with Mission and Heart

    What if the real differentiator in leadership isn't speed, strategy, or even talent… but culture? In this powerful episode of The Kind Leader Podcast, host Gino Degregori sits down with Michael Chavira, Navy veteran, Ironman athlete, and co-founder of Axiologic Solutions, a company he scaled from…

    more
  46. Human First, Leader Second: Massimo Backus on How Self-Compassion Transforms Leadership

    What if your greatest leadership strength isn't discipline or drive, but self-compassion? In this heartfelt episode of The Kind Leader Podcast, host Gino Degregori sits down with Massimo Backus, executive coach, speaker, and author of Human First, Leader Second: How Self-Compassion Outperforms...

  47. Clear Is Kind: Jamie Tozzi on Leading with Courage, Culture, and Clarity

    What if the kindest thing a leader can do, is to be clear? In this insightful episode of The Kind Leader Podcast, host Gino Degregori sits down with Jamie Tozzi, former Microsoft executive turned leadership coach, investor, and board member. Over two decades at Microsoft, Jamie led...

  48. Beyond Balance: Gabriela Embon on Building Careers and Relationships That Thrive Together

    What if work-life balance isn't the goal, but integration is? In this transformative episode of The Kind Leader Podcast, host Gino Degregori speaks with Gabriela Embon, founder of Power Within Coaching Academy and a former Intel engineer who traded equations for emotional intelligence. Drawing…

    more
  49. From Grit to Generosity: Aaron Davis on Leading 30 Businesses with Kindness and Purpose

    What does it take to build more than 30 businesses, and still make people your purpose? In this powerful episode of The Kind Leader Podcast, host Gino Degregori speaks with Aaron Davis, CEO of AMD Enterprises, a multi-brand conglomerate that began as a single title office and has grown into one…

    more
  50. Culture, Capital & Kindness: Chris Hornbecker on Scaling Leadership

    What if the true engine of business success isn't strategy, but culture? In this powerful episode of The Kind Leader Podcast, host Gino Degregori sits down with Chris Hornbecker, Managing Partner at Stronghorn Ventures Capital, investor at RightSeat.ai, and serial founder who built and sold...

Type above to search every episode's transcript for a word or phrase. Matches are scoped to this podcast.

Searching…

We're indexing this podcast's transcripts for the first time — this can take a minute or two. We'll show results as soon as they're ready.

No matches for "" in this podcast's transcripts.

Showing of matches

No topics indexed yet for this podcast.

Loading reviews...

ABOUT THIS SHOW

Navigating Business with Empathy! This podcast is to inspire and equip current and aspiring business leaders to incorporate kindness and empathy into their leadership styles. By presenting real-world examples, interviews with thought leaders, and actionable strategies, the podcast aims to shift the paradigm of leadership from merely transactional to more compassionate and ethical, but most importantly transformational. We want to also serve as a platform to encourage strong, kind leadership that not only enhances corporate performance but also makes a generational impact by transforming organizational cultures for the better.The target audience includes corporate executives, managers, small business owners, and tech leaders who are interested in nurturing more humane, sustainable work environments while driving business success.

HOSTED BY

Gino Degregori

Frequently Asked Questions

How many episodes does The Kind Leader have?

The Kind Leader currently has 111 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is The Kind Leader about?

Navigating Business with Empathy! This podcast is to inspire and equip current and aspiring business leaders to incorporate kindness and empathy into their leadership styles. By presenting real-world examples, interviews with thought leaders, and actionable strategies, the podcast aims to shift the...

How often does The Kind Leader release new episodes?

The Kind Leader publishes regularly with 111 episodes available. Check the episode list for the typical release schedule.

Where can I listen to The Kind Leader?

You can listen to The Kind Leader on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts The Kind Leader?

The Kind Leader is created and hosted by Gino Degregori.
URL copied to clipboard!