STANFORD GRADUATE SCHOOL OF BUSINESS CHAPTER SINGAPORE

Enterprise AI Skills in Practice
From Stanford's Playbook to Skills You Can Use

Ray Han
Stanford GSB SEP'22  ·  PhD CS (NTU)  ·  Enterprise AI Adoption
Arman Tan
Stanford MBA'93  ·  MS Computer Engineering (USC)  ·  Strategic Transformation
16.06.2026
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Stanford Enterprise AI Playbook 2026
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WHAT YOU TOLD US
Too many tools
which do I pick, and how
Trust
still errs, still needs a human
Data & governance
our own data, without leaking it
People
replacement fear, low literacy, glorified chatbot
STANFORD GSB CHAPTER SINGAPORE · PARTICIPANT SURVEY · 2026
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TODAY
01
Why most AI fails
why most fail, and what drives value
02
Technology & Process
which tools, and how to redesign the work
03
People
the fears AI brings, and how to address them
04
Skills
a Claude skill you can use on your own initiative
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THE GENAI DIVIDE
95%
of enterprise GenAI projects failed with zero ROI?
SOURCE · MIT NANDA · STATE OF AI IN BUSINESS · 2025
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EVERY NEW TECH ADOPTION FOLLOWS THE PATTERN

The Productivity J-Curve

SOURCE · STANFORD ENTERPRISE AI PLAYBOOK · 2026
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Hardest Challenges that are non-technical

77%
SOURCE · STANFORD ENTERPRISE AI PLAYBOOK · 2026
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Value Beyond Efficiency

Personalisation
that converts,
win deals
Internal tools
as Products
Work previously
impossible
MCKINSEY 2025 · PwC ROI 2026 · Efficiency-only 1.6× vs reinvention 2.6×
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Enterprise AI Success

Governance
Technology
10%
Process
20%
People
70%
MCKINSEY · BCG · MIT · DELOITTE 2025 · 70 / 20 / 10 INVESTMENT WEIGHT
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Technology

AI Assistants BUY : BUILD  ·  2 : 1
Models CAPABILITY  ·  PRIVACY  ·  COST
Agentic Layer YOU OWN THIS
Knowledge THE LEARNING LOOP
STANFORD ENTERPRISE AI PLAYBOOK 2026 · MIT NANDA 2025 · NADELLA 2026
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Process

Pick the right
use case
Fix the
process first
Redesign
Process
Pilot first,
then automate
STANFORD PLAYBOOK 2026 · MCKINSEY 2025 · NEARLY 3× WORKFLOW REDESIGN ADVANTAGE
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AI is a Team Sport

CEO
Managers
HR
Employees
BCG 2026 · 70% OF AI VALUE SITS IN THE PEOPLE DIMENSION
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FEAR · THE PRESENTING SYMPTOM

Different roles fear different things.

Leadership
ROI
Managers
CONTROL
Staff / HR / Legal
LIABILITY
Frontline
LAYOFFS
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Change has a lifecycle — and a person meets it at three points only
Agency Knowledge Trust Was I in the room? Do I understand it? Does it deliver?
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AGENCY
THE ROOT

Agency

"I have no say."
→
THE RESPONSE
CO-CREATION
Give people a hand in shaping the new way. Their expertise sets the rules.
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KNOWLEDGE
THE ROOT

Knowledge

"I don't understand it."
→
THE RESPONSE
TRAINING
BCG: ~69% of people build skill fastest from capable colleagues. Hands-on, in your own workflow.
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TRUST
THE ROOT

Trust

"I don't believe it works."
→
THE RESPONSE
CALIBRATION
Trust is earned by showing it works in real work, again and again. Not by telling people it's reliable.
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SELF-INTEREST
THE ROOT BENEATH THE REST

Self-Interest

"What does this do to me?"
→
THE RESPONSE
JUDGEMENT
No single move answers it. You weigh the person across every lens — individual, organisational, financial, strategic — and find the option that fits. That is judgement, and it is the human's.
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Change has a lifecycle — and a person meets it at three points only
Agency Knowledge Trust Was I in the room? Do I understand it? Does it deliver? If none of the above — Self-Interest
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Crossing the valley of death

Factors that accelerate time to value

Executive sponsorship
Build on an existing foundation
End-user willingness
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Capabilities to Win

How to get AI to work in practice

Enterprise AI Company Realities Organizational Transformation Key Diagnostic Capabilities
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FROM PRINCIPLES TO PRACTICE

What is a Skill?

WHAT
A skill is a packaged unit of expertise — instructions, examples, references — that an AI agent can load on demand to do a specific job well.
WHY WE PACKAGED THE PLAYBOOK
So you can ask questions of it — like talking to a consultant who has read all 21 reports. And so the AI agents you already use give sharper, evidence-grounded advice, instead of generic guesses.
HOW TO BUILD YOUR OWN
Pick one workflow you do every week. Write down the steps. Add the references you'd hand a new hire. That's a skill — clone the repo and adapt one of ours.
QR code to enterprise-ai-transformation-skills repo on GitHub
SCAN OR VISIT
github.com/geledek/enterprise-ai-transformation-skills
SYNTHESIS OF 21 REPORTS · OPEN SOURCE
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