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.

[02]All Dragonfly Insights
0 to 1, 1 to 10, 10 to 100: Three Ways of Working with AI
aiworkflows

0 to 1, 1 to 10, 10 to 100: Three Ways of Working with AI

[Boris Cherny](https://www.linkedin.com/in/bcherny/), the creator of [Claude Code](https://www.anthropic.com/claude-code), recently described his ["fairly vanil...

Anthea Roberts|6 min
Chasing Freedom: Species Mismatch in Room 203
aieducation

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...

Anthea Roberts|5 min
Strange Attractors: When ADHD Minds Meet AI
aiadhd

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...

Anthea Roberts|5 min
Moving from Scenarios to Strategy: Introducing the “Escher Prompt.”
aistrategy

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...

Dr Huw McKay|6 min
The Devil's Advocate: What Happens When Dissent Becomes Digital
aidecision-making

The Devil's Advocate: What Happens When Dissent Becomes Digital

The executive was passionate about transformation.

Anthea Roberts|5 min
AI, Postmodernist Narcissus
aiphilosophy

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 ideo...

Linda Phompak|4 min
The Living Library: LLMs at the Intersection of Individual and Collective Knowledge
aiknowledge

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...

Anthea Roberts|4 min
Riding the 100-Foot Wave: Adaptability in the Age of AI
aiadaptability

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 piv...

Anthea Roberts|6 min
The Bell Curve Shifts: How AI Personalization Creates Invisible Echo Chambers
aipersonalization

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 ...

Anthea Roberts|5 min
Dragonfly Thinking at the World Governments Summit in Dubai
dragonfly-thinkingevents

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...

Dragonfly Thinking|2 min
A Recipe for Thought:Why Structured Frameworks and Generative AI Are the Future of Thinking
aiframeworks

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...

Anthea Roberts, Nick Lothian, Dimitri Glazkov and a.r. Routh|3 min
The Chef and the Overeager Sous-Chef: Learning to Co-Create with LLMs
aico-creation

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...

Anthea Roberts and Nick Lothian|4 min
Am I Cheating? Writing with AI and the Question of Authenticity
aiwriting

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...

Anthea Roberts and Miranda Forsyth|4 min
Directors, Coaches, and Editors: The Human Role in the Age of AI
aileadership

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...

Anthea Roberts|3 min
Metacognition’s Law: Thinking About Thinking in the Age of AI
aimetacognition

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...

Anthea Roberts|5 min
Why I Founded a Start-Up (Despite Being a Technophobe)
startupai

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...

Anthea Roberts|2 min
Lessons from ‘Dragonfly Thinking’ – an AI co-creation experiment
aico-creation

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|1 min
Dragonfly Thinking featured in Qantas Travel Insider
dragonfly-thinkingmedia

Dragonfly Thinking featured in Qantas Travel Insider

### How This AI Start-up Uses ‘Dragonfly Thinking’ to Help You Make Smarter Decisions

Dragonfly Thinking|3 min
Dragonfly Thinking wins National AI Sprint
dragonfly-thinkingai

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.

Dragonfly Thinking|1 min
Tackling Australia’s biggest challenges in the Australia’s AI Sprint program
dragonfly-thinkingai

Tackling Australia’s biggest challenges in the Australia’s AI Sprint program

Dragonfly Thinking is selected as one of the [top 10 companies](https://www.stoneandchalk.com.au/articles/ai-sprint-top-10) tackling Australia’s biggest challen...

Dragonfly Thinking|1 min
Senior Leadership Workshop at Harvard on Dragonfly Thinking
dragonfly-thinkingleadership

Senior Leadership Workshop at Harvard on Dragonfly Thinking

**Dragonfly Thinking: Institutional Strategies for Balancing Risks, Rewards, and Resiliency in a VUCA World**

Dragonfly Thinking|1 min
Dragonfly Thinking graduates from the CSIRO’s ON Accelerate 8
dragonfly-thinkingcsiro

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|1 min
Dragonfly Thinking are Innovation Connect Grant Recipients
dragonfly-thinkinggrants

Dragonfly Thinking are Innovation Connect Grant Recipients

Through the [Innovation Connect](https://cbrin.com.au/icon) program, matched grant funds of up to $30,000 has been awarded to nine Canberra innovators to make t...

Dragonfly Thinking|1 min