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Articles

CIO | Why SaaS companies must become octopuses to survive AI

SaaS providers must adopt modular architectures and distributed intelligence models to ensure their platforms remain adaptable as AI technology rapidly evolves.

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The Octopus Organization™: Why AI Demands Adaptive Leadership Over Rigid Hierarchies

Why rigid companies fail while Octopus Organizations thrive. Discover how AI-powered adaptability beats efficiency in business transformation.

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HBR China | Top Business Trends for 2023

There is so much that goes on at the surface level of the news we see about China, but when we get fixated on what’s now, we ignore what’s next.

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SCMP | In a world of rogue waves, US-China contest is really about survival

Pundits frame US-China competition in economic, military and diplomatic terms. But it’s actually about something far more important.

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Psychology Today | Trust is the New Tech

Psychology Today | Trust is the New Tech

Jan 5, 2026

AI succeeds only when people trust the system behind it. Transparency, safety, and shared purpose—not better tools—turn AI from abandoned software into real impact.

Podcast: The Octopus Organization™ with Jonathan Brill

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News & Press

Jonathan Brill on the Thinkroom Podcast

Jonathan Brill on the Thinkroom Podcast

Nov 26, 2025

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

CIO Magazine Interviews Jonathan Brill

Oct 23, 2025

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Jonathan explains why many AI projects fail not because of technology, but because they’re implemented in rigid, outdated systems.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 on Get Down to Business with Scott “Shalom” Klein

Oct 22, 2025

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

Flip Your Kayak Faster

Flip Your Kayak Faster

Aug 18, 2021

How do you win when a rogue wave knocks you down? Find out how Amazon and Zoom do it. https://vimeo.com/588833286

Books by Jonathan Brill

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AI & the Octopus Organization

Building the Superintelligent Firm

A call to action for leaders to fundamentally rethink how organizations operate in the AI age.

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Rogue Waves

Future-Proof Your Business to Survive & Profit from Radical Change

This must-read survival guide provides the predictive tools you need to take advantage of randomness, turn chaos into profit, and set your company on the course for long-term success.

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Building Resilient Organizations

Best Practices, Tools, and Insights to Thrive in Ever Changing Contexts

Develop resilience as a muscle in your organization with contributions from leading thinkers and practitioners around the globe.

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