How Executive Teams Align When the Future Isn’t Clear

How do leadership teams make decisions when the future isn’t clear? In this episode of Bold Agendas, Mimi welcomes guest Ben Pring, IT futurist, author, thought leader, and advisor. Drawing on years of experience guiding organizations through seismic shifts in work, technology, and leadership, Ben joins Mimi to explore how senior leaders can operate amid ambiguity, cut through the noise, and build systems for strategic thinking. This isn’t just a conversation about technology; it’s about navigating transformation that’s political, human, and happening in real time.

00:00 – Aligning Leadership Teams in an Uncertain Future

10:03 – Modern Methodologies for Aligning Leadership in the AI Era

19:05 – Leadership Fractures: Closing the Technology Fluency Gap in Senior Teams

33:53 – AI Adoption Reality: Skills Shortage, Workforce Readiness, and the Pace of Change

47:02 – AI Disruption: New Players Reshaping Consulting and Business Models

51:15 – Facilitating Alignment in the AI Era: Bridging the Business-IT Divide

58:36 – Future of Work in the AI Era: Overcoming Fear and Building Readiness for Change

01:05:40 – Leading Through AI Transformation: Inspiring People and Preserving the Human Advantage