Dragonfly Insights
Essays on AI, strategy, and the craft of better judgment.
Thinking from the Dragonfly team on how AI changes analysis, leadership, institutions, and the quality of decision-making itself.
AI, Complex Decision-Making and the Future of the Legal Profession: Introducing a New Harvard Series
Introducing the new Harvard CLP research project with David Wilkins: four opening essays and an interactive topic network on how AI is structurally reconfigurin...
Learned Agency vs Learned Helplessness
When the computer says no, do you stop — or start a conversation? Most non-technical users were trained into learned helplessness around computers. AI changes t...
Learning Agency: Two Processes, Not Just One
AI's impact is bimodal — same technology, divergent outcomes. What separates those who use AI to shortcut understanding from those who use it to accelerate lear...
The Extended Mind: Why "Did You Do It or Did the AI?" Is the Wrong Question
The question "did you write it, or did the AI?" assumes thinking is a solo performance. But cognitive science tells us it never was. AI is the latest extension ...
Tools vs Technique: The Capability Gap
Sarah Guo, a venture capitalist who runs the AI-focused fund Conviction, posted something in February that I haven't been able to shake...
0 to 1, 1 to 10, 10 to 100: Three Ways of Working with AI
Boris Cherny, the creator of Claude Code, recently described his ["fairly vanilla"...
Chasing Freedom: Species Mismatch in Room 203
Third grade. Sitting in rows while failing to learn fractions, I felt my mind rebelling against invisible walls. By eighth grade, my geography teacher found the...
Strange Attractors: When ADHD Minds Meet AI
Three browser tabs open, each housing a different AI model. A fourth window holds my notes. This is how I think now—in conversation with silicon minds that neve...
Moving from Scenarios to Strategy: Introducing the “Escher Prompt.”
For decades, an elite group of large organizations have embraced scenario thinking to enhance traditional forecasting and strategic planning. Leading multinatio...
The Devil's Advocate: What Happens When Dissent Becomes Digital
The executive was passionate about transformation.
AI, Postmodernist Narcissus
If you google my name, you’ll likely find a published debate of me arguing passionately against artificial intelligence, framed as friendly, but fiercely ideolo...
The Living Library: LLMs at the Intersection of Individual and Collective Knowledge
Picture yourself walking into a vast library unlike any that has existed before—a library where the books rearrange themselves as you move through the stacks, w...
Riding the 100-Foot Wave: Adaptability in the Age of AI
"Big wave surfing," my husband said, referencing HBO's 100 Foot Wave. I had just wondered aloud about what my next career act might be after my unexpected pivot...
The Bell Curve Shifts: How AI Personalization Creates Invisible Echo Chambers
In the ever-shifting landscape of our digital ecosystem, I've been developing mental models to help make sense of emergent patterns in AI systems. These aren't ...
Dragonfly Thinking at the World Governments Summit in Dubai
Dragonfly Thinking was featured at the Edge of Government exhibition during the World Governments Summit 2025 in Dubai from February 11 to 13. This global event...
A Recipe for Thought:Why Structured Frameworks and Generative AI Are the Future of Thinking
Picture this: a beautifully stocked kitchen—gleaming countertops, the finest ingredients, and state-of-the-art equipment lined up in perfect order. The only thi...
The Chef and the Overeager Sous-Chef: Learning to Co-Create with LLMs
Picture yourself as a chef with an overeager sous-chef. You ask for a dish with a touch of thyme or a bit more lemon, and they whip it up in seconds—but there's...
Am I Cheating? Writing with AI and the Question of Authenticity
Imagine sitting down to write an essay, your fingers poised over the keyboard, ready to summon words from your mind onto the blank screen. But instead, you prom...
Directors, Coaches, and Editors: The Human Role in the Age of AI
In our culture, we tend to glorify the performer—the actor on stage, the athlete on the field, the writer on the page. But behind every great performance is som...
Metacognition’s Law: Thinking About Thinking in the Age of AI
These days, I’m spending a lot of time thinking about how generative AI is reshaping the world of cognitive work. Mike Maples, a well respected venture capitali...
Why I Founded a Start-Up (Despite Being a Technophobe)
Let me be honest: I was never a “tech person.” My kids can confirm this, having spent years helping me figure out the TV remote. But early last year, I stumbled...
Lessons from ‘Dragonfly Thinking’ – an AI co-creation experiment
Despite their massive potential, AI-based improvements to policymaking are often hard to implement. But by embracing AI co-creation, it’s possible to move on fr...
Dragonfly Thinking featured in Qantas Travel Insider
How This AI Start-up Uses ‘Dragonfly Thinking’ to Help You Make Smarter Decisions
Dragonfly Thinking wins National AI Sprint
We are delighted to announce that Dragonfly Thinking won the inaugural AI Sprint for Australia, winning a variety of prizes including $300,000 in R&D funding.
Tackling Australia’s biggest challenges in the Australia’s AI Sprint program
Dragonfly Thinking is selected as one of the top 10 companies tackling Australia’s biggest challenges in the [Australia’s AI Sprint...
Senior Leadership Workshop at Harvard on Dragonfly Thinking
Dragonfly Thinking: Institutional Strategies for Balancing Risks, Rewards, and Resiliency in a VUCA World
Dragonfly Thinking graduates from the CSIRO’s ON Accelerate 8
CSIRO’s ON Accelerate is a structured accelerator program for research teams from Australian universities to validate and develop high potential innovative vent...
Dragonfly Thinking are Innovation Connect Grant Recipients
Through the Innovation Connect program, matched grant funds of up to $30,000 has been awarded to nine Canberra innovators to make their ideas become a reality. ...