Augustin Chan — AI Systems Engineer & Founder

Augustin Chan is the CTO and founder of Digital Rain Technologies, building production AI systems including skill-based generative pipelines, cross-platform AI bots, and on-device ML applications.

Previously, Augustin served as Development Architect at Informatica for 12 years, leading enterprise architecture for Fortune 500 customers across APAC, MENA, and Europe. Before that, he was a Senior Consultant at Dun & Bradstreet.

Augustin holds a B.S. in Cognitive Science with Specialization in Computation from UC San Diego.

Latest

Why Every Advisor in Ancient China Used the I-Ching: Evidence from an AI Wargame

We ran a 7-state Warring States wargame with AI agents. The smallest state consulted I-Ching hexagrams before each move. The hexagram content didn't predict actions — but it doubled the agent's diplomacy rate and improved survival. Here's what that tells us about why every strategist in ancient China consulted the Changes.Mar 2026

Essays

Risk Isn't a Number. It's a Fingerprint. (2026)
Why I'm Building Crawl (2026)
Teaching Taste to an Agent (2026)
The Junzi Hypothesis (2026)
Memory Systems and the Graph That Wasn't (2025)
LLM Reasoning Patterns and Failure Modes (2025)

Short posts

Full archive

Building

Crawlopen-source
Migration intelligence — automated discovery, risk scoring, and planning for legacy system modernization
ARA Evalopen-source
Agent risk assessment framework — 7-dimension evaluation of whether AI agents can act without human approval
8-Bit Oracle
I-Ching divination app with generative UI, skill-based LLM pipelines, and cross-platform delivery
QDayAnon Research Platform
Plum Blossom Computer (Consensus HK 2026)
seeded-iching-engine (GitHub)

Speaking

5-minute group divination demo — AI Tinkerers HK (2025)
AI Agent technology discussion — with fullvaluedan (2025)
8-Bit Oracle deep-dive — with Eddylive (2024)

Consulting

People App, Travelbox