The Kind Leader

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 Leader Podcast, Gino Degregori sits down with Michael Roop, Managing Director at Accenture Federal Servic...

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 to explore why feeling seen isn't just good leadership, it's a fundamental human need. Drawing from neur...

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, Gino introduces the CARES Framework, a leadership model built from nearly 100 conversations exploring wh...

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 explore a challenge many leaders face but rarely talk about: The tension between being nice and being k...

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 greatest strengths can become our most dangerous blind spots. After experiencing a full burnout while leadin...

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 to explore why self-awareness may be the foundation of every great leader. After a decade inside the U....

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 in the moment. But over time, they quietly erode trust, weaken teams, and create distance. Through a pe...

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 both. After decades leading teams in some of the most mission-intensive environments inside the intelli...

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 policy for the Panamanian Banking Association, Juan Carlos Paris. For decades, the cybersecurity industry h...

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, to explore the intersection of spirituality, investing, and leadership. Jenna has helped mobilize over...

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 brands including Apple, Clorox, and Cadillac, and now founder of The Good Advice Company, to explore...

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 traditional goal-setting may be holding organizations back, and what to do instead. Because when lea...

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 27 years of experience building large-scale AI infrastructure.   Pete brings a rare perspective at t...

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, and author, whose work sits at the intersection of Agile, sustainability, and biomimicry.   With a un...

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 what modern leadership looks like in complex, high-pressure environments. With years of experience amp...

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 17 years at Service First Mortgage, to explore what it really means to lead with presence, responsibilit...

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, innovation expert, and creator of the concept of time expansion .   John brings a unique perspective...

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 literacy expert, international speaker, and founder of Jen Fry Talks. With a background as a colleg...

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 Counsel to Executives & Boards, Independent Director, former CEO, and exited B Corp Founder, to explore...

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 Officer, and a leader at the forefront of AI transformation across federal and national security environme...

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 20 years of experience in naturopathic endocrinology, Dr. Aumatma brings a powerful perspective on h...

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 strategist with over 25 years of experience building companies across technology, education, and emergi...

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. Elysia is also the creator of The Brilliant Method , delivering corporate mindfulness programs for o...

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 Supercool , a media platform spotlighting climate solutions that are scaling right now. Josh shares his remark...

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 than 45 years of experience transforming safety cultures across industries, Tom is a pioneer of beh...