Shipping’s Unicorn CTO Problem, LLMs vs. Browsers, and the Broken Interoperability Window

UnDocked: The Maritime Transformation Show · Oct 1, 2026 · 1h 3m · transcript

Nick and Raal explore how LLM-native apps could reshape maritime workflows, why shipping companies are struggling to define the modern CTO role, and what CCTV, digital identity and maritime single windows reveal about interoperability.

CHAPTERS

03:40 MCPs, LLMs and the future of maritime transactions

14:52 When maritime standards meet the wider technology ecosystem

18:30 Shipping’s “unicorn” CTO problem

25:44 AI-powered CCTV arrives on board

30:15 Surveillance, privacy and the social contract

36:53 The Hawthorne effect and monitoring crew behaviour

39:29 Why the Maritime Single Window still…