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Articles
CIO | The Octopus Playbook: What nature’s smartest cephalopod can teach leaders about AI
Stop obsessing over AI tools. The real win is reshaping your org so humans and machines decide faster together — like an octopus, not a rigid shell.
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.
Podcast: The Octopus Organization™ with Jonathan Brill
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 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...
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...
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
