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HR leader, executive coach, and TEDx speaker Cheryl Gould (Whole. Worthy. Wise: The New Standard of Leadership) shares what happens when leaders feel forced to leave parts of themselves behind at work—and how checking our humanity at the door is fueling systemic burnout across industries. Cheryl shares her personal journey from aspiring to serve in the "people business" to spending three decades reshaping how organizations view employee fulfillment. From helping Gen Z grads navigate communication in a post-COVID workplace to coaching executive leaders through identity crises, Cheryl offers actionable wisdom on leading with vulnerability, curiosity, and authentic connection.
Key Topics Covered:
The Wholeness Crisis: Why senior executives reach the peak of their careers only to ask, "Who am I?" after years of wearing a professional mask.
Gen Z in the Workplace: The post-pandemic skill gaps in communication, boundaries, and professional initiative—and how mentorship can bridge the divide.
Leading Through Changing Times: Why increased absenteeism and turnover are warning signs of burnout, and why scaling growth without supporting people fails in the long run.
Guest Links
Cheryl’s LinkedIn: https://www.linkedin.com/in/cherylgouldsphr/
Cheryl’s TEDx Talk: https://youtu.be/_Vev27ZEMb0?si=Nk6BSjtQr8GsT9ma
The Empathy Collective Community Membership
Attend our Free Event:
Join us on November 4th at 12 PM Eastern for our live panel discussion, AI & The Future of Work, featuring experts from Microsoft, the University of Michigan, and the AI Mental Health Collective. Register for free access here: https://the-empathy-collective.mn.co/plans/2006101?bundle_token=ff5051b2ec0c6a379c6fc575b513af74&utm_source=manual
Bonus Content:
Want to hear Cheryl answer Dr. Gwendolyn William’s Empathy Challenge on staying human inside systems that seem to strip humanity from their people? Full extended cuts and guest Q&A segments are available exclusively to members inside The Empathy Collective. Join today with code FUTUREOFWORK for a 60-day membership trial! https://www.theempathycollective.com/
Dr. Gwendolyn Williams—a hospital medicine physician and healthcare leader—joins host Rebecca Dhrimaj for a deeply moving conversation on the systemic realities of healthcare, moral injury, and human-centered leadership. Drawing from her upbringing in Queens as a first-generation daughter of Caribbean immigrants, Dr. Williams breaks down how early lessons in community care shaped her calling to medicine and her persistent refusal to conform to a "culture of silence." She shares intimate stories from the shop floor and ICUs, detailing how structural failure, administrative overload, and emotional exhaustion manifest as systemic moral injury rather than individual weakness. Dr. Williams outlines practical frameworks for leaders across all industries to move from corrective judgment to curious witnessing, build psychological safety, and uphold the shared humanity of their teams.
Key Takeaways
Chapters
00:00 – Introduction & Welcome
01:18 – Childhood Journey: Growing Up First-Gen in Queens and Community Care
08:03 – Lessons in Generosity & The Moral Foundation of Service
11:00 – Uncovering Systemic Dysfunction: Medical School and the Culture of Silence
14:44 – Defining Moral Injury & Refusing the "Unwritten Syllabus"
20:59 – The Corporatization of Healthcare & Rationing Emotional Energy
28:03 – Psychological Safety Paradox: Whistleblowing vs. Crucifixion
31:03 – A Story from the Floor: De-escalating Burnout in a Supply Room
40:10 – What Metrics Fail to Measure: The Hidden Human Cost
44:58 – Removing the Armor: Delivering Heartbreaking News in the ICU
54:26 – Uncovering Hidden Struggles: Quieter Signals of Organizational Distress
01:05:07 – Passing the Empathy Torch: Responding to Steve Gund on Operationalizing Empathy
01:09:43 – Passing the Empathy Torch: A Toddler's Wisdom & Dr. Williams's Challenge for the Next Guest
Connect & Resources
Join The Empathy Collective Community
Stop leading in isolation and join The Empathy Collective community of leaders across industries who are coaching each other through change in an era of rapid technological transformation. Register for our upcoming free virtual event on AI and the Future of Work at this link: https://the-empathy-collective.mn.co/landing/
In this episode, Steve Gund—CEO of The Gund Company and a fourth-generation business leader—shares how a transformative awakening from the late Bob Chapman (former Chairman and CEO of Barry-Wehmiller) redefined his perspective on leadership and the purpose of business. Steve discusses his personal journey from early childhood service to leading a thriving family-owned manufacturing business that has grown 15% annually for three decades. He breaks down how to turn empathetic listening from an abstract concept into an operationalized system, details their unique Individual Development Plan (IDP) process centered around personal dreams, and illustrates how viewing mistakes through After Action Reviews fosters psychological safety. Steve also explains how human-centered leadership and business performance mutually reinforce each other to cultivate lifelong flourishing at work and at home.
Key Takeaways
Business as a Conduit for Service: Business is more than just maximizing shareholder value or manufacturing products; it is a powerful platform to serve others, transform lives, and provide opportunities for people to realize their full potential.
Operationalizing Empathetic Listening: Listening cannot remain an abstract corporate value. Leaders can build systematic listening habits across all levels through structured communication training (e.g., "Listen Like a Leader" and "Careful Conversations") and visual management processes like Gemba walks and Kaizen improvement boards.
Dreams-First Individual Development: Traditional performance reviews often cause anxiety and stress. Re-framing individual development around an employee’s personal life dreams creates an environment of trust, genuine care, and continuous personal growth.
Systemic Error Recovery Over Blame: Mistakes are rarely individual failures; they are usually process and system issues. Adopting military-style After Action Reviews (AARs) creates psychological safety, allowing teams to be introspective, admit errors, and focus on continuous learning.
Flourishing Drives Performance: Human-centered leadership is not soft or non-performant. By upholding high standards while prioritizing care for each other, customers, and the business, individual human flourishing directly drives long-term organizational flourishing.
Chapters
00:00 – Introduction & Honoring the Legacy of Bob Chapman
01:21 – Steve’s Awakening: Reimagining Business as Community Service
04:40 – Early Influences: Faith, Service, and Lessons in Accountability with Compassion
09:12 – Debunking Business School Dogma: Moving Beyond Shareholder Maximization
11:25 – The Gund Company Story: Sustaining 15% Annual Growth Through Culture
16:01 – Operationalizing Listening: Bringing "Listen Like a Leader" to the Factory Floor
22:40 – Flipping the Script on Performance Reviews: Dreams-Based Development Plans
29:08 – Transformational Growth: Stories from the Shop Floor
31:03 – Celebrating People: The "Stanley Cup" Award & Three Guiding Principles
36:04 – High Performance & Psychological Safety: Using After Action Reviews for Mistake Recovery
40:54 – Passing the Empathy Torch: Responding to Dr. Monica Worline’s Vision of Organizational Flourishing
47:13 – Passing the Empathy Torch: Steve’s Challenge for the Next Guest
Connect & Resources
Company Website: https://thegundcompany.com/
Steve Gund’s LinkedIn: https://www.linkedin.com/in/steve-gund-5081b513/
Book Reference: Everybody Matters: The Extraordinary Power of Caring for Your People Like Family by Bob Chapman & Raj Sisodia
Join The Empathy Collective Community
Stop leading in isolation and join The Empathy Collective community of leaders across industries who are coaching each other through change in an era of rapid technological transformation. Register for our upcoming event on AI and the Future of Work and gain free trial access to the community using the promo code FUTUREOFWORK at this link: https://the-empathy-collective.mn.co/landing/
In this episode, Dr. Monica Worline—faculty director at the Center for Positive Organizations at the University of Michigan Ross School of Business, research scientist, and co-author of Awakening Compassion at Work—explores how organizations can evolve from rigid, mechanistic systems into thriving, human-centered communities. Monica shares how growing up in a communitarian rural town shaped her perspective on care, her early experiences navigating demanding tech startups, and her decades-long research with mentor Dr. Jane Dutton pioneering compassion studies in business. She breaks down the four-part process of organizational compassion, challenges the outdated logic of Taylorism and efficiency-driven downsizing, and offers actionable strategies for building psychological safety, preserving human dignity, and fostering collective thriving in the age of AI.
Key TakeawaysStop leading in isolation and join The Empathy Collective community of leaders across industries who are coaching each other through change in an era of rapid technological transformation. Register for our upcoming event on AI and the Future of Work and gain free trial access to the community using the promo code FUTUREOFWORK at this link: https://the-empathy-collective.mn.co/landing/
In this episode, Dr. Mette Miriam Böll—biologist, researcher at MIT, and co-founder of the Center for Systems Awareness—explores how we move beyond linear thinking into true systems awareness. Mette shares her childhood journey of noticing the disconnect between human behavior and lived experience, her early passion for animals and nature, and how her background in biosemiotics shaped her view of interconnected human systems. She discusses the critical difference between empathy and compassion, the importance of inner work and emotional literacy, and how cultivating "generative social fields" can transform school systems, reduce burnout, and reshape modern corporate culture.
Key Takeaways
Chapters
Connect & Resources
Join The Empathy Collective Community and Lead with Resilience in the Age of AI
Stop leading in isolation and join The Empathy Collective community of leaders across industries who are coaching each other through change in an era of rapid technological transformation. Register for our upcoming event on AI and the Future of Work and gain free trial access to the community using the promo code FUTUREOFWORK at this link: https://the-empathy-collective.mn.co/landing/
In this inspiring episode, Rebecca sits down with HR leader Donna Long for a deeply candid discussion on the power of empathetic leadership, the myth that empathy creates weakness, and the far-reaching "ripple effects" our actions have on workplace culture.
Donna shares her unique career trajectory—from starting in hair and makeup inspired by Dayton news anchor Marsha Bonhart, to navigating data analytics, and ultimately finding her true calling in Human Resources. Together, they explore how leaders in high-stakes environments (like healthcare) can balance speed with understanding, replace fear-based "accountability" with true ownership, and build sustainable team resilience.
Key Takeaways & Highlights"Empathy doesn't make a leader soft. Empathy raises the bar. When people feel judged, they shut down. But when they feel understood, it makes them open to hearing the feedback." — Donna
"Where in your leadership are you choosing speed over understanding? And what would change if you paused long enough to truly listen?" — Donna
"When your people know that you care, then they deliver care effectively... They become less performative and more present in the moment." — Donna
Key TimestampsDonna’s LinkedIn: https://www.linkedin.com/in/donna-r-long-shrm-scp-92ba58b9/
Join The Empathy Collective Community and Lead with Resilience in the Age of AI
Stop leading in isolation and join The Empathy Collective community of leaders across industries who are coaching each other through change in an era of rapid technological transformation. Register for our upcoming event on AI and the Future of Work and gain free trial access to the community using the promo code FUTUREOFWORK at this link: https://the-empathy-collective.mn.co/landing/
In this episode, host Rebecca Dhrimaj sits down with Pat Geary, President of Story Construction, to discuss how a purpose-driven mindset can completely transform company culture and frontline employee retention. Reflecting on his 34-year journey with the employee-owned firm, Pat breaks down the evolution from a traditional command-and-control leadership model to a collaborative, human-centered philosophy built around one core compass: creating an environment where every craftsperson can have a "good day". He shares how Story Construction operationalized this philosophy by replacing buried annual reviews with continuous, 120-day goal cycles integrated directly into daily work routines. Pat highlights the power of crowdsourcing knowledge on job sites, leveraging small daily wins, and creating a supportive culture where team members actively look out for each other's career growth. Packed with practical advice on change management, psychological safety, and humble inquiry, this conversation offers an inspiring blueprint for any leader looking to build lasting engagement from the ground up.
Chapter Markers
Key Topics Covered
Notable Quotes
"It's easier to change how people think by changing what they do than changing what they do by changing how they think." — Pat Geary
"Admitting to the world you don't know, and then asking for help... folks will rally. Nobody knows everything." — Pat Geary
Resources & Guest Links
Join The Empathy Collective Community and Become a Resilient Change Leader
Stop leading in isolation and join The Empathy Collective community of leaders across industries who are coaching each other through change and disruption. Reference the promo code ROEPOD114 for a 10% discount when you sign up for any leadership path: https://www.theempathycollective.com/thecollective
What if the secret to building high-performing, psychologically safe teams was as simple as helping leaders "suck less"? In this episode, host Rebecca Dhrimaj sits down with Stephen "Shed" Shedletzky, author of Speak Up Culture, to discuss how emotional intelligence, self-efficacy, and genuine compassion can transform corporate leadership. From overcoming a childhood stutter to navigating corporate restructuring and coaching executive teams, Shed shares how leaders can create cultures where people feel safe to speak up, take accountability, and lead with purpose. Tune in for an engaging conversation on defining good leadership, overcoming pressure, and leading with radical candor.
Sound Bites
"Leadership is the attempt to leave the people and the world around us better than when we found them"
"Confident leaders are calm and quiet, not loud and insecure"
"You can't force human connection, but you can be available for it"
Chapters
00:00 Introduction and Guest Credibility
01:09 Overcoming Speech Impediments and Finding a Voice
04:06 Early Public Speaking and Grandfather's Survival Story
07:49 Helping Leaders "Suck Less" and the Leadership Gap
11:04 Lessons from Corporate Restructuring and Courageous Leaders
13:58 Self-Efficacy and Leading Through Crisis
17:22 Core Leadership Attributes: Decisiveness, Compassion, Confidence
20:35 Leadership Emergence vs. Leadership Effectiveness
23:48 Rethinking Promotions Beyond High Performance
27:03 Real-World Examples of High-Empathy Leadership
33:06 Emotional vs. Cognitive Empathy in Action 34:18 Hayden Homes, Blue Courage, and "Give As You Go" Culture
39:48 Managing Investors, Shareholders, and Long-Term Value
44:37 Removing Environmental Pressure to Build Speak Up Culture
48:13 Empathy Challenge: Staying Available for Connection
54:28 Final Reflections and Empathy Challenge Question
Resources & Guest Links
Join The Empathy Collective Community and Become a Resilient Change Leader
Stop leading in isolation and join The Empathy Collective community of leaders across industries who are coaching each other through change and disruption. Reference the promo code ROEPOD113 for a 10% discount when you sign up for any leadership path: https://www.theempathycollective.com/thecollective
What if the secret to revolutionary leadership in a transactional, high-pressure industry was as simple as radical empathy? In this episode, host Rebecca Dhrimaj sits down with Michele Wilson, a leader disrupting the construction space with community and class. From her childhood memories climbing a 100-foot water tower with her master electrician dad to running major operations and founding Sonder Luxe Home Solutions, Coffee with Contractors® and Cocktails with Contractors™, Michele shares how emotional intelligence and authentic connection can completely transform how we do business. Tune in for an inspiring conversation on slowing down, protecting your peace, and leading with conviction—especially when you are the minority in your industry.
Sound Bites
"We're all siloed and construction needs transparency"
"It's okay to slow down in a fast-paced world"
"Stop and listen to prevent mistakes and harm"
Chapters
00:00 Introduction and Guest Credibility
00:54 Early Life and Shaping Experiences
02:29 Memorable Construction Moments with Father
03:53 Educational Journey and Language Studies
05:41 Transition into Construction and Career Moves
06:47 Challenges as a Woman in Construction
08:56 Building Industry Community and Support Networks
10:19 Disrupting Industry Norms and Transparency
12:12 Relationship Building and Client Trust
13:17 Emotional Intelligence and Leadership
14:45 Deciding to Get EQI Certification
16:36 Trauma, Empathy, and Self-awareness
18:26 Authenticity and Setting Boundaries
19:43 Leveraging Relationships for Project Success
22:26 Handling Decision Fatigue and Overwhelm
25:07 Using Decision Fatigue Strategically
27:03 Maintaining Self-care and Boundaries
29:45 Values, Integrity, and Community
32:28 Surrounding Yourself with Aligned People
35:09 Final Reflection and Empathy Challenge
Resources & Guest Links
Sonder Luxe Home Solutions: https://www.sonder-luxe.com/
Coffee with Contractor and Cocktails with Contractors (a curated community of residential and commercial construction professionals in Raleigh/Durham, North Carolina): https://cwcrdu.com/
Michele Wilson’s LinkedIn Profile: https://www.linkedin.com/in/michele-w/
Join The Empathy Collective Community for Leaders Across Sectors
Stop leading in isolation and join the The Empathy Collective community of leaders across industries who are coaching each other through change and disruption. Reference the promo code ROEPOD112 for a 10% discount when you sign up for any leadership path: https://www.theempathycollective.com/thecollective
Is your drive to achieve actually driving you toward burnout? In this special panel episode of the podcast, host Rebecca Dhrimaj sits down with Gallup-certified CliftonStrengths coach Carlos Martinez, RTT therapist Polly Angel, and clinical psychologist Dr. Paula Freedman-Diamond to dissect the thin line between healthy ambition and toxic striving. Together, the panel explores how high-achieving behaviors often stem from childhood protective mechanisms, why modern corporate structures unintentionally reward relentless task-checking, and how over-indexing on performance metrics damages workplace relationships and personal well-being. Packed with actionable strategies on unlearning perfectionism, setting boundary-driven expectations, and re-centering humanity in high-pressure environments, this conversation offers a powerful roadmap for anyone looking to excel without burning out.
Sound Bites
"Feelings never last, including the ones we dislike"
"Self-celebration fuels happiness and motivation"
"Connecting with purpose keeps us grounded as humans"
Chapters
00:00 Introduction to Ambition and Expertise
03:40 Understanding the Achiever Strength
09:05 The Striver Inner Part and Its Impact
12:49 Toxic Striving and Self-Worth
17:40 Unlearning Toxic Patterns
21:03 Understanding Urgency and Emotional Tolerance
24:41 Striving for Balance in Achievements
31:38 Managing Up: Navigating Toxic Leadership
37:36 Celebrating Process Over Outcomes
40:55 Silencing the Inner Critic
Resources & Guest Links
Dr. Paula Freedman Diamond’s website and book: https://www.paulafreedmandiamond.com/
Toxic Striving podcast episode: https://www.theempathycollective.com/episode-59
Carlos Martinez’s LinkedIn profile: https://www.linkedin.com/in/cimartz/
CliftonStrengths Assessment - https://www.gallup.com/cliftonstrengths/en/home.aspx
Bringing Your Best Self to Work podcast episode: https://www.theempathycollective.com/episode-4
Polly Angel’s website and book: https://theangelpath.com/
Rapid Transformational Therapy podcast episode: https://www.theempathycollective.com/episode-17
Join The Empathy Collective Community for Leaders Across Sectors
Stop leading in isolation and join the The Empathy Collective community of leaders across industries who are coaching each other through change and disruption. Reference the promo code ROEPOD111 for a 10% discount when you sign up for any leadership path: https://www.theempathycollective.com/thecollective
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