James Oldham

James Oldham is the founder of Sentry AI and the sole director of Sentry AI Solutions Limited, the New Zealand company behind it. He founded the company in 2025 and incorporated it on 20 January 2026 in Auckland, where it is registered (Companies Office record 9399152, NZBN 9429053388131).

He is an AI engineer. Before Sentry AI he built custom AI solutions for large enterprise teams, including the NBA. He owns and runs the company, does the engineering, and writes most of what is on the blog.

Moving teams onto Claude and ChatGPT, one workflow at a time: how we move a team onto AI, taught in person in the team's own office and measured against its own week-one baseline. He also researches company brains and open-weight models for businesses whose data has to stay under their control.

AI governance and ISO/IEC 42001 readiness, written and delivered as an operator taking the company through its own ISO 27001, SOC 2 and ISO/IEC 42001 programme rather than as a certification body. Private LLM infrastructure for businesses whose data has to stay on their own hardware or in their own region. And voice AI agents that answer and make calls in production.

In the businesses named on this site: an organic baby brand, MacroActive, The Ecommerce Accelerator, Jade Financial Services, DynaFlow and a 15-practice medical franchise, across New Zealand and Australia.

No. James Oldham is not associated with Sentry (sentry.io), the error monitoring company, nor with the company in Sunnyvale, California that also trades as Sentry AI. Sentry AI Solutions Limited is a New Zealand company with one website, sentrysolutions.ai. Some data brokers have merged the two records; the Companies Office entry above is the record that settles it.

Email james@sentrysolutions.ai, or start with the AI Readiness Check, which is how most conversations begin.