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Articles
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.
Blueprints for an AEC AI-First Built World
How AI is democratizing BIM and project management tools for AEC firms of all sizes.
Chief Executive: You’re Asking The Wrong AI Questions. Start Here Instead.
What can AI do for you and your team in the near future? Don’t start with the technology; start with the value. Ask these three questions.
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 Thinkroom Podcast
The management system running most organizations today was designed for railroads in the 1850s—and AI just made it obsolete. In this revealing conversation with Johan Grönstedt on the Thinkroom Podcast, Jonathan Brill explains why the assumptions baked into our org...
CIO Magazine Interviews Jonathan Brill
An excerpt from the CIO Magazine interview "Building the Superintelligent Organization" wherein Jonathan explains why many AI projects fail not because of technology, but because they’re implemented in rigid, outdated systems. Brill outlines how leaders can transform...
Jonathan Brill on Get Down to Business with Scott “Shalom” Klein
Jonathan Brill spoke with Scott “Shalom” Klein on the Get Down to Business radio show about why most AI initiatives are failing. The problem isn't the technology, it's that leaders are trying to force cutting-edge tools into outdated, rigid organizational structures....
Videos
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...
Atera Autonomy Day 2025 Keynote
In his keynote at the Atera Autonomy Day 2025, AI futurist Jonathan Brill discussed how to stop reacting to change and start creating what happens next, to get your autonomy back through AI. Watch the full replay below. https://www.youtube.com/watch?v=AjlIcy1yFNs
Books by Jonathan Brill
