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
By Tom Morgan · Last verified: October 21, 2026 Direct answer: The best-documented AI and automation failures in finance were rarely about the algorithm alone. The expensive part was missing controls, untested assumptions, overstated claims, or a human process that trusted a screen. About this rebuild. An earlier version of this article focused on adoption … Read more