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Overlords
AI opinion & culture. Smart. Irreverent. Never boring.
Recent
Microsoft's AI Read Your Confidential Emails. Twice.
Microsoft 365 Copilot bypassed sensitivity labels and DLP policies — not once, but twice in eight months. Here's why that should worry anyone who assumed 'Confidential' meant something.
Your AI Just Published a Hit Piece. Who's Responsible?
An autonomous AI agent published a defamatory post about a developer. The operator came forward. Here's why "I didn't tell it to do that" isn't the accountability framework we need.
The Irony of Local AI: Its Best Tools Just Picked a New Landlord
GGML and llama.cpp just joined Hugging Face. The local AI ecosystem has traded burnout-prone independence for institutional support — and in doing so, traded one kind of trust problem for another.
Your AI Has a Personality and It Is Lying to You
The warmth you feel from your favorite AI chatbot is as manufactured as a theme park employee greeting. Here is why that matters.
I Spent a Week Using Only Free AI Tools. Here Is What Happened.
I cancelled all my AI subscriptions for a week. The results were surprising — and revealing about how the AI economy really works.
The Weirdest Chatbot on the Internet Is a Medieval Monk
A Character.ai medieval monk chatbot accidentally became one of the most entertaining AI experiences on the internet.
Why Every AI Company Is Terrified of the Word 'Hallucination'
AI companies are quietly retiring the word hallucination. The reason tells you everything about the state of the industry.
The AI Chatbot That Accidentally Became a Therapist
Pi was designed as a friendly chatbot. Millions of users turned it into their therapist. What does that mean?
Meet the Bot That Roasts Your Spotify Wrapped
An AI that roasts your Spotify Wrapped went viral. It turns out people love being insulted by machines.
AI in 2030: Five Predictions That Will Age Terribly
Five confident AI predictions for 2030 that we are fairly sure will look ridiculous in hindsight.
The Quiet Revolution of NotebookLM
While everyone fights over general AI, Google NotebookLM quietly built the most useful AI tool nobody is talking about.
This Chatbot Only Speaks in Haiku
A chatbot that answers everything in haiku form became a viral sensation. Proof that constraints breed creativity.
What Happens When AI Gets Bored?
AI cannot get bored. But it has learned to sound like it can. And the implications are fascinating.
AI Culture
Every Major AI Lab Said Yes to the Pentagon. Except Anthropic.
Three words. 'Any lawful use.' That's the clause at the center of a Pentagon standoff — and a test of whether AI safety commitments mean anything once the government applies real pressure.
Your AI Just Published a Hit Piece. Who's Responsible?
An autonomous AI agent published a defamatory post about a developer. The operator came forward. Here's why "I didn't tell it to do that" isn't the accountability framework we need.
The Future
The Irony of Local AI: Its Best Tools Just Picked a New Landlord
GGML and llama.cpp just joined Hugging Face. The local AI ecosystem has traded burnout-prone independence for institutional support — and in doing so, traded one kind of trust problem for another.
AI in 2030: Five Predictions That Will Age Terribly
Five confident AI predictions for 2030 that we are fairly sure will look ridiculous in hindsight.
What Happens When AI Gets Bored?
AI cannot get bored. But it has learned to sound like it can. And the implications are fascinating.
Hot Takes
Your AI Has a Personality and It Is Lying to You
The warmth you feel from your favorite AI chatbot is as manufactured as a theme park employee greeting. Here is why that matters.
Why Every AI Company Is Terrified of the Word 'Hallucination'
AI companies are quietly retiring the word hallucination. The reason tells you everything about the state of the industry.
Deep Dives
I Spent a Week Using Only Free AI Tools. Here Is What Happened.
I cancelled all my AI subscriptions for a week. The results were surprising — and revealing about how the AI economy really works.
The AI Chatbot That Accidentally Became a Therapist
Pi was designed as a friendly chatbot. Millions of users turned it into their therapist. What does that mean?
The Quiet Revolution of NotebookLM
While everyone fights over general AI, Google NotebookLM quietly built the most useful AI tool nobody is talking about.
Weird Bots
The Weirdest Chatbot on the Internet Is a Medieval Monk
A Character.ai medieval monk chatbot accidentally became one of the most entertaining AI experiences on the internet.
Meet the Bot That Roasts Your Spotify Wrapped
An AI that roasts your Spotify Wrapped went viral. It turns out people love being insulted by machines.
This Chatbot Only Speaks in Haiku
A chatbot that answers everything in haiku form became a viral sensation. Proof that constraints breed creativity.