How Uncertainty Improves Teamwork with Maggie Jackson

In this episode of The Future of Teamwork, Dane Groeneveld speaks with Maggie Jackson—journalist, social critic, and author of Uncertain: The Wisdom and Wonder of Being Unsure—about the power of not knowing and how it shapes collaboration, leadership, and human connection.

Together, they explore how modern work environments often reward certainty and speed, even when deeper thinking is needed. Maggie shares why uncertainty isn't a flaw to fix, but a space where better questions—and better teamwork—can take shape. Whether you're leading a team or contributing to one, this conversation offers a fresh lens on how to navigate complexity, listen more openly, and make room for curiosity.

Key Takeaways:

00:00 Introduction to the Future of Teamwork Podcast

01:24 Meet Maggie Jackson: Author and Social Critic

02:01 From Foreign Correspondent to Exploring Technology’s Impact on Humanity

04:07 The Trilogy of Uncertainty

05:37 The Impact of Technology on Attention and Connection

10:14 The Role of Uncertainty in Leadership and Teams

16:21 The Power of Disagreement and Diverse Perspectives

20:09 Harnessing Uncertainty for Better Decision Making

23:27 The Importance of Process Over Outcome

28:03 Embracing Strategic Uncertainty

28:59 Tolerance of Uncertainty: A Key Personality Trait

30:55 Building Resilience Through Exposure Therapy

33:03 Leadership and Uncertainty in High-Stakes Environments

37:06 The Power of Maybe and Positive Disagreement

42:41 Feedback and Uncertainty in the Workplace

47:02 The Role of Uncertainty in Creativity and Relationships

53:06 Final Thoughts and Resources