In this special 100th episode of the 11 Ten Leadership Podcast, hosts David Spickard and Rob Shields reflect on nearly three years of conversations at the intersection of leadership, faith, justice, and culture.

This milestone episode looks back on the ideas that have shaped the journey so far—from thriving leadership and rest, to justice, generosity, money, place, and community. Through curated clips and reflections, Rob and David revisit some of the podcast’s most resonant moments and the themes that continue to guide their work.

Listeners will hear insights from past guests including Ross Chapman, Lauren Gill, Jason Young, Jared Korver, Tim Spence, and Jes Averhart, whose wisdom has helped illuminate what it means to lead in ways that help people and cities flourish.

This episode is both a celebration and an invitation—to pause, reflect, and recommit to becoming Proverbs 11:10 leaders who help create cultures where people thrive and cities rejoice.

00:00 Introduction to the 11 Ten Leadership Podcast

00:48 Celebrating 100 Episodes: Reflections and Milestones

02:04 Listener Engagement and Global Reach

03:40 Reviewing Key Episodes and Impactful Moments

04:38 From Surviving to Thriving: Episode 1 Highlights

08:21 The Just Leader: Episode 8 Highlights

13:18 Connecting Leadership to Place: Episode 39 Highlights

17:01 Exploring Rest and Justice: Episode 43 Highlights

21:55 Being a Restorative Presence: Episode 58 Highlights

25:04 Integrated Leadership and Community: Episode 68 Highlights

27:48 Financial Wisdom and Leadership: Episode 82 Highlights

30:54 Leadership Evolution: From Player to Coach to GM

35:02 Co-Creating with AI: Episode 91 Highlights

39:16 Closing Reflections and Gratitude

Resources

11 Ten Leadership

In this replay episode from January 2024 David and Rob tackle the biggest challenges leaders face when setting business goals, break down the key areas every leader and business owner must consider when planning for the year, and explore why it’s never too late to start—or reset—your goals.

Whether you’re leading a team or growing a business, this episode offers practical insight to help you approach goal setting with clarity and confidence.

In this replay from November 2023, David and Rob explore the world of philanthropy—where giving can go wrong—and how leaders can pursue justice in their generosity. They share five guiding principles to help shape thoughtful, responsible giving.

This episode originally aired in January 2024, and its message is just as relevant today. David and Rob kick off a series around the pursuit of wholeness by unpacking the importance of knowing why your organization exists, the difference between profit-centric vs. people-centric leadership, and how to integrate your why into everything we do—at work and beyond.

Leading today means understanding the motivations of a diverse, multigenerational workforce. In this episode of the 11 Ten Leadership Podcast, Rob Shields and David Spickard explore how leaders can inspire purpose, engagement, and growth among employees from every generation.

Drawing on Gallup and Deloitte research, we discuss why younger employees prioritize purpose, why only a small percentage aspire to traditional leadership roles, and how leaders can adapt to meet these changing expectations. Rob and David offer practical strategies for cultivating engagement, aligning individual purpose with organizational goals, and creating a leadership culture that nurtures growth, trust, and fulfillment.

If you lead a team of any size, this episode will equip you with actionable tools to inspire your workforce, improve retention, and unlock potential across generations. Discover how purpose-driven leadership isn’t just motivational—it’s a competitive advantage for your organization.

00:00 Introduction to the 11 Ten Leadership Podcast

01:34 Today's Topic: Purpose at Work

02:56 Gallup and Deloitte Studies on Purpose

07:28 Generational Differences in Seeking Purpose

09:38 Leadership Challenges and Opportunities

14:16 The Importance of Humility in Leadership

23:33 Conclusion and Resources

Resources

1. 11 Ten Leadership
2. Gallup - Purposeful Work Boosts Engagement, But Few Experience It
3. Deloitte - 2025 Gen Z & Millennial Survey

In this episode hosts Rob Shields and David Spickard discuss the delicate balance leaders must maintain between micromanaging and delegating effectively. Drawing from a real-life example involving Carlie Irsay-Gordon of the Indianapolis Colts, they explore how leaders can set the right context for their teams to operate autonomously while ensuring accountability. The conversation delves into common challenges such as the dopamine hit from personal productivity, employees' requests for help, bosses' expectations, and the importance of having a broader definition of work. The episode concludes with practical advice for leaders on maintaining strategic focus and self-care.

00:00 Introduction to the 11 Ten Leadership Podcast

01:06 Leadership Lessons from the Indianapolis Colts

05:21 The Fine Line of Delegation and Accountability

13:52 Challenges in Effective Delegation

20:08 Final Thoughts and Takeaways

Resources

1. 11 Ten Leadership

David and Rob sit down with Jon Houghton, CEO of Holy Post Media and Director of Chicago Fellowship, to explore what it truly means to lead with justice, faith, and compassion.

Jon shares his journey from over two decades with Young Life to leading organizations that help people flourish—both spiritually and practically—in complex, post-Christian cultural contexts. From developing emotionally healthy leaders to creating spaces where historically marginalized communities can thrive, Jon’s insights cut straight to the heart of just leadership.

Listeners will learn how Jon applies his “diagnose, prescribe, flourish” framework, why emotional margin is essential for effective leadership, and how faith and justice intersect in practical, everyday leadership decisions. He also reflects on moments that have shaped his leadership philosophy, including mentoring, community engagement, and even lessons from basketball coaching.

Whether you’re a seasoned leader, a mentor, or someone seeking to make a difference in your community, this episode offers actionable wisdom for leading with integrity, courage, and care.

00:00 Introduction to the 11 Ten Leadership Podcast

00:57 Guest Introduction: Jon Houghton

04:27 Jon’s Leadership Journey

06:58 Motivations and Challenges in Leadership

12:02 Addressing Racial Injustice and Community Flourishing

25:19 Leadership Framework: Health, Diagnosis, and Prescription

33:31 Final Thoughts and NBA Predictions

37:55 Closing Remarks and Resources

Resources

1. 11 Ten Leadership
2. Jon Houghton
3. Holy Post Media
4. Chicago Fellowship
5. Young Life

David and Rob engage in a profound conversation with Gabrielle Clowdus, founder of Settled, an organization focused on addressing homelessness in the Twin Cities. Gabrielle shares her journey from international poverty research to tackling homelessness in her own community through innovative tiny home villages and strong church partnerships. The discussion explores themes of proximity, rest, time, and transformative leadership, highlighting the importance of seeing and treating everyone as family. Challenges and opposition faced by Settled are also addressed, emphasizing the power of prayer and community.

00:00 Introduction to the 11 Ten Leadership Podcast

01:21 Meet Our Guest: Gabrielle Clowdus

04:53 Gabrielle's Journey and Calling

09:22 The Birth of Settled and Its Mission

19:36 Challenges and Opposition

27:34 Leadership and Faith in Action

30:27 Conclusion and Final Thoughts

Resources

1. 11 Ten Leadership
2. Settled

Rob and David welcome Steadman Harrison, a leadership expert dialing in from Ethiopia. Steadman shares his journey of democratizing leadership development through Lead Beyond, an initiative originating from the Center for Creative Leadership. The episode explores the challenges and solutions for effective leadership, including the importance of shifting from individual to collective success, navigating cultural differences, and fostering psychological safety. Listeners are provided with insights on creating thriving leadership environments, emphasizing curiosity, active listening, and genuine transparency. This episode offers a global perspective on leadership trends and practical strategies for cultivating communities where everyone can prosper.

00:00 The Power of Listening

00:32 Introduction to 11 Ten Leadership Podcast

01:29 Meet Our Guest: Steadman Harrison

02:20 Steadman's Leadership Journey

04:38 Global Leadership Perspectives

08:45 Navigating Leadership Challenges

14:41 The Me to We Flip

21:17 Leadership Isolation and Transparency

27:52 Rapid Fire Questions

33:18 Conclusion and Resources

Resources

1. 11 Ten Leadership
2. Center for Creative Leadership.
3. Lead Beyond
4. The Deep Blue Sea: Rethinking the Source of Leadership by Wilfred Drath

Rob and David welcome back Jes Averhart, a leadership advisor and life coach, to discuss the evolution of leadership theories, the practical integration of AI as a co-creator in business, and the importance of ambidextrous leadership. The conversation touches on the significance of hope and trust in the workplace, strategies for maintaining curiosity in leadership, and the role of past successes in fostering hope for the future. Listeners can expect a rich discussion on how to balance innovation with execution and the ethical considerations of new technologies in leadership.

00:00 Introduction to the 11 Ten Leadership Podcast

00:48 Catch-Up and Personal Updates

02:08 Welcoming Jes Averhart

02:38 Jes's Background

05:14 Diving into Leadership Theories

16:16 The Role of AI in Leadership

23:59 Exploring Ambidextrous Leadership

24:17 Balancing Innovation and Execution

25:09 Personal Struggles with Execution

28:05 The Importance of Curiosity in Leadership

29:36 Hope and Trust in Leadership

32:51 Celebrating Successes and Milestones

41:24 Final Thoughts and Resources

Resources

1. 11 Ten Leadership
2. Jes Averhart
3. Living Beyond Burnout: Burnout Recovery Guide by Jes Averhart
4. Reinvention Roadmap® by Jes Averhart
5. Reinvention Road Trip
6. Black Wall Street Homecoming
7. Gallup Article: What Do People Need Most From Leaders?