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Los Angeles, CA

Randy Chia

VP, Enterprise AI Product & Enablement · Author & Builder

I help organizations turn AI from an experiment into an operating system. With 15+ years shipping enterprise products in financial services and hands-on experience building AI agents, designing adoption programs, and training teams on AI-assisted workflows, I focus on the part most companies get wrong — making AI actually work inside real organizations.

Portrait of Randy Chia, VP of Enterprise AI Product and Enablement
15+ Years shipping
enterprise products
4 AI-powered apps
launched
Published Work

Books

I write about AI's impact on work, careers, and organizations — grounded in what I've seen building and deploying AI inside large enterprises.

Cover of The Bigger Context
Claude AI & Productivity

The Bigger Context

Getting Real Work Done with Claude AI and Context Engineering

Most people get a fraction of what Claude AI can do — and they blame the AI. The real problem is context. The gap between generic, forgettable answers and genuinely useful work isn't a clever prompt or a secret trick; it's how well you give the AI what it needs. That skill has a name — context engineering — and this is the book that teaches it in plain English, for real people instead of programmers. You bring one real task and build it hands-on across the book: setting Claude up with Projects, Files, and Memory, teaching it your recurring jobs with Skills, and handing whole multi-step jobs to Cowork — no code required.

Read on Amazon
Cover of The New Advantage
Parenting & AI

The New Advantage

Raising Kids to Thrive in the Age of AI

Your child asked AI to help with homework last night. The AI didn't just help — it wrote the whole thing. Your child submitted it, got an A, and learned absolutely nothing. This is not a future problem. This is Tuesday. Struggle is where capability is built, and AI is quietly removing it. This book introduces the Four Signals framework — CONNECT, CHALLENGE, CREATE, and CONTRIBUTE — grounded in developmental psychology and MIT research, with specific practices organized by age (3-18) that any parent can start tonight.

Read on Amazon
Cover of Deployed
Enterprise AI

Deployed

A Field Guide to Enterprise AI That Actually Works

Ninety-five percent of enterprise AI projects fail to deliver measurable ROI. This is the book about the five percent that succeed — and exactly what they did differently. Drawing on deep case studies of Goldman Sachs, Morgan Stanley, Klarna, Block, Shopify, and Levi's, Deployed reveals why the same technology produces radically different outcomes across organizations. The answer is never the AI. It's the operator — the person who must convert strategy into reality and sustain commitment through the gap between demo and production.

Read on Amazon
Cover of The Human Premium
Career & AI

The Human Premium

AI, Your Career, and What to Do First

A tool did your job in four minutes. Seven people watched. Nobody said it out loud. The Human Premium is the honest career book for professionals who can feel the AI shift coming but don't have a plan. It delivers a personal vulnerability audit, identifies the human skills commanding a 56% salary premium, provides industry-specific displacement timelines, and lays out a 48-month action plan matched to four career profiles — with moves you can start this week.

Read on Amazon
Shipped Products

Apps

I ship AI-powered products. Each app designed, developed, and shipped from scratch — from concept through App Store approval.

Just Walk

Walking Companion

Track walks, set goals, and build a consistent movement habit with a clean, distraction-free interface.

Just Become

Daily Identity Shift Tool

Set your signal. Charge it daily. Capture the proof. AI-powered reflections reveal your identity shift as it unfolds.

Just Roll

Teleprompter Pro

A teleprompter designed to disappear. Script overlay on camera with magnetic snap zones and privacy-first architecture.

Just Split

Receipt Splitter

AI-powered receipt scanning. Assigns items to who ordered them, calculates fair shares with tax and tip.

Experience

Enterprise AI & product leadership

Over 15 years I've built enterprise products from scratch, transformed inherited platforms and teams, and driven adoption across organizations where consensus matters and compliance is non-negotiable.

Today I lead AI enablement initiatives — building AI agents, creating structured skills repositories, and training product teams on AI-assisted workflows. I work at the intersection of enterprise-scale technology and AI-driven product thinking.

I don't just understand how AI works. I understand the organizational dynamics that determine whether adoption succeeds or quietly fails.

0
Years in enterprise product management
0
Products and platforms shipped
VP
Enterprise digital products
0
AI-powered products launched
Contact

Let's connect

I'm always happy to talk about enterprise AI adoption, building AI-enabled teams, or what it takes to make AI actually work inside large organizations.

AI Transformation Enterprise AI Adoption Agentic AI Product Leadership Building with LLMs AI-Enabled Teams