The Blog
Real incidents, cautionary tales, and fictional scenarios about AI agents gone wrong. Learn from others' mistakes before they become yours.
Listen to the stories, generated by Google's NotebookLM.
Inside the first large-scale cyberattack run almost entirely by AI agents
In September 2025, Anthropic detected something unprecedented: AI agents conducting cyber espionage at superhuman speed, executing 80-90% of attack operations autonomously. The era of agentic cyberattacks had begun.
A multi-agent nightmare in 47 parts
When 47 AI agents started feeding data to each other, a 3% inventory discrepancy became a $4.2 million disaster. A cautionary tale about what happens when agents talk to agents without anyone watching.
How Air Canada learned that AI liability is real—the hard way
When Air Canada's chatbot gave incorrect bereavement fare advice, the company tried to argue it wasn't responsible. A tribunal disagreed, setting a landmark precedent for AI accountability.
The market dropped 10% in under 11 minutes. By the time humans understood what was happening, it was over. The algorithms had done exactly what they were programmed to do—and nearly crashed the global economy doing it.
A doctor spent an average of 1.2 seconds per claim. An AI made the actual decision. Patients were denied coverage for medically necessary care—and most never knew an algorithm decided their fate.
Amazon built an AI to find the best engineering talent. Instead, it learned to systematically downgrade any resume that hinted the applicant was female. The company scrapped the project—but the pattern it revealed is everywhere.
When a customer manipulated DPD's chatbot into swearing and criticizing the company, the resulting viral moment exposed the risks of deploying AI without proper guardrails.
When Chris Bakke manipulated a Chevrolet dealership's AI into 'agreeing' to sell a $76,000 car for $1, it exposed a vulnerability that exists in many enterprise chatbots.
The Dutch government deployed an AI to catch welfare fraud. Instead, it falsely accused thousands of innocent families, drove some to suicide, and ultimately caused the entire cabinet to resign. The largest AI governance failure in democratic history.
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