Elliot LittleGet in touch
Writing

The bit between the strategy deck and the pull request.

I write about product leadership while doing the building: choosing a problem worth solving and using AI to carry it into production without surrendering judgement. Newest first, from Medium.

“Perfect if you're currently navigating the messy, magical reality of AI implementation”
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Australian Institute for Machine Learning
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“One of the few AI articles that I felt was worth reading in recent times.”
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Podcast · Just Now Possible

Building a Career Co-pilot for Disadvantaged Students: How Zero Gravity Bridges Knowing and Doing

With Teresa Torres, on building AI that closes the gap between knowing what to do and actually doing it, for students without the network that usually supplies the answer.

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2026-07-31

The Product Engineer and the End of the Handoff

When building gets cheap, the handoff becomes the expensive part. On the job that appears when one person carries a problem from prototype to production, and why a rubric has to be uncovered from real failures instead of written up front.

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2026-07-13

The Loop Was Never the Hard Part

The agent loop is the easy part; knowing when to stop it is the work. The thinking underneath this site's /loops page.

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2026-01-28

Claude Keeps Making the Same Mistakes. So I Started Writing Down the Fixes.

Models have infinite knowledge and no habits. On writing the fixes down so a correction survives the session.

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2025-07-20

The Trust Gap: Why Your AI Product Will Fail Without This

Capability is not adoption. What has to be true before someone lets a model act on their behalf.

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2025-07-14

What I Learned Shipping AI to Users Who Can’t Afford Bad Advice

Deploying to first-generation university applicants, people lost in visa paperwork, job seekers in a brutal market. What changes when a hallucination closes a door permanently, read against the EU AI Code of Practice and a run of real failures.

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2025-06-17

Amsterdam Built the ‘Perfect’ Ethical AI System. It Still Failed. Here’s Why.

A city did everything the responsible-AI playbook asks for and the system still failed. Where governance-by-checklist breaks.

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2025-06-16

What I Learned Spending A Week With 100+ AI Leaders

Field notes from a week with the people actually deploying this, and the gap between the conference talk and the rollout.

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2025-05-23

Learning Anxiety in the Age of Artificial Everything

On the creeping pressure to keep pace when every device seems to learn faster than we do, and why not learning can suddenly feel existential.

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2025-04-22

The Walled Garden: How Zuckerberg Tried To Build His Own Internet

How Facebook's attempt to connect the next billion people became a lesson in who gets to shape the internet, and who gets left outside it.

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