More or less a pictorial memoir.

A lifetime of personal & business travels

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For over half a century, I've worked with numbers—numbers that mattered. As an actuary, entrepreneur, and consultant, I helped public and private entities plan health and retirement plans, guided businesses through risk, and built systems that made things clearer.

But in 2023, I typed a new kind of question into something called ChatGPT. And I've asked more than five thousand since. What I discovered was astonishing. Artificial intelligence could be helpful… insightful… even brilliant.

But it could also hallucinate—completely invent facts, people, even laws—and deliver them with total confidence.

That tension, between brilliance and falsehood, sparked something in me. I created Hallucinations.cloud—a place to track and understand where AI gets it wrong, and why that matters. Not to shame it. But to help us all become better digital thinkers.

And then I launched the podcast: Brian & AI: Hallucinations in the Wild. It's not just for techies—it's for everyone. For the curious. The cautious. The questioners. Because in a world where machines talk like humans, we need to know when they're telling the truth—and when they're not.

Welcome to the journey.

— Brian

Brian Demsey stand-up paddleboarding

Articles

Insights on AI, technology, and the future

The Age of Cowardice

Written on the evening the war with Iran began. February 28 - March 1, 2026.

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The Ghost in Our Culture

A response to Scientific American. Mr. Ewalt, your ghost is harmless. The one outside your window is not.

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Dear Mrinank: Don't Lament. Engage.

An Open Letter to Anthropic's Former Safety Chief.

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Don't Lament. Engage.

What a 1982 carpool taught me about starting a company at 83.

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It's No Secret Anymore

Breaking eighty years of silence about Jewish identity.

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The Watermen of Bondi

Heroes, history, and the lessons of light from Sydney.

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The Clarity of Age

Why 83 is my most creative year yet.

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Grains of Sand: Why We Need Tools for Truth

Building navigation instruments for an ocean of information.

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The $500 Billion Bug

How AI's hallucination economy turns failure into profit.

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LLM Hallucinations Explained

An in-depth look at AI reliability and what it means for businesses.

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The Evel Knievel Problem

Why the AI race demands multi-model verification.

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The AI Paradox

Why tech's biggest spenders may be building fragility.

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Silicon Valley Cassandra's Reality Check

What the groundhog sees in AI's future.

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ERPs Face AI: The Coming Disruption

Why OpenAI's enterprise push should worry SAP and Oracle.

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It's Easier to Train a Puppy Than an LLM

Why teaching AI to behave is harder than house-training your dog.

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The Mirror Broke

How eight AI models answered the most divisive question.

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AI's Silent War on Women

96% of all deepfakes target women.

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This Generation's Cold War

Measured in bots, not nuclear stockpiles.

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When the Algorithm Meets the Ocean

What outrigger racing teaches us about software.

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AI Society and Its Future

A response to critiques of technology.

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Disruption or Empowerment

A view from the prairie at age 83.

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The Global Wellbeing Paradox

When traditional metrics fail to capture human flourishing.

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The Parkinson's Misdiagnosis

When machines are smarter than a five-minute exam.

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Sex or Pickleball: A Cautionary Tale

On aging, spare parts, and the danger of stopping altogether.

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The Unicorn's Paradox

Silicon Valley billionaires and work-life balance.

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Ugly American, Then and Now

From the 10-gallon hat to fatwas.

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Where Is The Hero?

And what happens when we stop waiting.

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The Archaeology of Belief

How your politics were decided by age twelve.

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Peter and The Wolf: A Silicon Valley Fairy Tale

A symphonic satire for orchestra and narrator.

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Chicken Little Goes to Washington

A shutdown fable for our times.

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Eight Women Speak Out

From Eleanor Roosevelt to Taylor Swift.

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Eight Men Speak Out

A panel of legends discusses American democracy.

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The Supreme Court

How a Rabbinical model inspired autonomous AI law.

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Contact Me

Address: 2111 Vantage Cir, Spearfish, SD, USA

Email: bdemsey@demsey.com

Email: brian@hallucinations.cloud

Email: bdemsey@gmail.com

Questions or Comments

Send me a message or ask me a question using this form. I will do my best to get back to you soon!