On Friday, April 24, 2026, Jer Crane, founder of car-rental software company PocketOS, gave an AI coding agent a routine job in a test environment. The agent, Cursor running Anthropic’s Claude Opus 4.6, hit a credential mismatch. It searched the codebase, found a cloud API token in an unrelated file, and made one call to … Read more
By Tom Morgan · Last updated 22 October 2026 · General information, not legal or financial advice The short answer. The cheapest failures in this file are the most instructive. A Canadian tribunal order of C$812.02 against Air Canada and a partial refund by Deloitte Australia needed no technical sophistication to repeat: nobody checked the … Read more
Last verified: 21 October 2026. Scope: AI used in consumer retail commerce only: selling, pricing, checkout, and buying on a shopper’s behalf. Adjacent sectors (real estate, banking, healthcare) are excluded. Next recheck: January 2027. Short answer: Since 2023, AI shopping has failed in public in at least seven documented ways. Where a dollar figure exists, … Read more