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Articles
LeadershipNOW: Lessons from the Octopus About Leading AI Transformation
The most successful leaders don’t treat AI as just another technology implementation. Instead, they recognize it as a catalyst for fundamental organizational redesign.
Psychology Today: Humans + AI = Superintelligent Teams
Make faster, better calls together.
CIO: The Elephant Problem: Why you can’t see AI opportunities
You’re not missing AI’s potential because it’s hiding — it’s because you’re looking too closely. Step back and see the whole system, not just the tasks.
Podcast: The Octopus Organization™ with Jonathan Brill
The Octopus Organization™ with Jonathan Brill: Steve Denning
Business futurist and AI keynote speaker Jonathan Brill speaks with Steve Denning, a renowned management innovator, author, and former World Bank executive, about the power of storytelling in driving organizational change.
The Octopus Organization™ with Jonathan Brill: Rita McGrath
Jonathan Brill speaks with Rita McGrath, a globally recognized expert on innovation and growth strategies, about the importance of continuous transformation in organizations.
The Octopus Organization™ with Jonathan Brill: Amy Edmondson
Jonathan Brill speaks with Amy Edmondson, Novartis Professor of Leadership and Management at Harvard Business School, about the concept of psychological safety and its critical role in organizational learning, teamwork, and innovation.
News & Press
Jonathan Brill on the Profiles in Leadership Podcast
Jonathan Brill, Octopus Organizations Built for Speed, Resilience and Radical Adaptability In a recent episode of Profiles in Leadership, host Dr. Steve Anderson sits down with Jonathan Brill to explore how organizations must evolve to thrive in an AI-driven world. In...
Jonathan Brill on the Bringing Data & AI to Life Podcast
The AI Investment Strategies You Need to Know: Eye-Opening Insights from Jonathan Brill Placing bets is always a risky game, and yet, everyone’s looking to do it with AI. So, how can you make the best possible bet? In the latest episode of Informatica's podcast...
AWS: Beyond the technology: Workforce changes for AI
An excerpt from the AWS blog post by Taimur Rashid highlighting Jonathan Brill's whitepaper The AI-First Enterprise: The New Rules of Jobs and Organizational Design. Workplaces are increasingly integrating AI tools into daily operations, with AI assistants supporting...
Videos
Keynote: Luxembourg Confederation Members’ Night 2025
Jonathan Brill provided the keynote address to the Luxembourg Confederation Members' Night 2025. His presentation “Leading When AI Joins the Leadership Team” offered valuable insights into the integration of artificial intelligence into decision-making and the...
Keynote: Navigating Rogue Waves and an AI Future in the Legal Sector
In this keynote presentation to 700 partners at a law firm, Jonathan Brill discusses the concept of 'rogue waves' in business, emphasizing the importance of recognizing and leveraging change, particularly in the context of the legal sector and the impact of AI. He...
New Book: AI and the Octopus Organization
https://www.youtube.com/watch?v=ZWXVEAKsQsA Written by business futurist Jonathan Brill and innovation expert Stephen Wunker, AI and the Octopus Organization: Building the Superintelligent Firm is a call to action for leaders to fundamentally rethink how...













