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EP01March 25, 2026~1 hour

I-Ching, Taste & Transparent Systems

Augustin Chan
CTO & Founder, Digital Rain Technologies

CTO & Founder of Digital Rain Technologies. Explores the intersection of AI and culture — from 8-Bit Oracle (8bitoracle.ai), the I-Ching viewed through the lens of retro computing and science fiction, to Six Lines (sixlines.online), an iOS app designed to spread awareness and teach the I-Ching as literature and philosophy, with bilingual classical commentary and public domain masterwork art for each hexagram. On the enterprise side, created ARA Eval (ara-eval.org), an open-source agentic risk assessment framework that teaches practitioners how to evaluate LLM failure modes and red-team against generated risk fingerprints. Previously 12 years as Development Architect at Informatica across APAC, MENA, and Europe. BS in Cognitive Science (Computation) from UC San Diego.

I-ChingTasteTransparent Systems

About This Episode

Aug steps in front of the camera for this one. We talk about his journey with the I-Ching, the challenges in teaching AI 'taste', and why transparent systems matter more than clever ones.

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