CAIO Playbook
[TGS-2026065811] Part 6 of the Chief Artificial Intelligence Officer and Generative Artificial Intelligence Leadership series. Consolidate AI leadership capability into a practical CAIO Playbook covering strategy, governance, and enterprise-wide scaling.
About Course
As generative AI moves from experimentation to enterprise-wide deployment, organisations can now draw on a growing body of practical frameworks for AI strategy, governance, and value realisation, rather than treating each new AI initiative as a one-off. This gives leaders the ability to consolidate what they have learned about AI strategy, culture, technology, economics, and governance into a single, coherent playbook for their organisation.
This course is the capstone, and the sixth of the six-part Chief AI Officer and GenAI Leadership executive development series. It consolidates learning across the Five Plays of AI leadership: Strategy, People & Culture, Technology & Data, Economics & Control, and Governance & Risk. Whilst it can be taken independently of the other five, it is recommended that learners have completed the first five parts for best learning experience in this course.
Learners will use AI maturity-based case pathways to work through practical CAIO decisions, applying Principled Performance, the AI Factory Roadmap, the GenAI Transformation Dashboard, and board-level governance concepts to develop a coherent CAIO Playbook. A "Day in the Life of a CAIO" simulation gives participants practice in executive decision-making, and the course is designed for senior leaders, C-suite executives, and managers responsible for digital transformation, department heads and business unit leaders seeking to understand AI's strategic implications, professionals aspiring to Chief AI Officer or AI governance leadership roles, AI and data governance officers, transformation and innovation managers, and consultants and advisors supporting organisations in AI adoption and governance.
Delivery is classroom-based over two days, combining lecture on frameworks, case study discussion, and hands-on exercises using Straits Interactive's no-code GenAI platform, Capabara.
This course is developed in partnership with Straits Interactive, a leading edtech company committed to enabling organisations to thrive in a business landscape defined by Generative AI.
Skills you’ll gain
Artificial Intelligence
AI Governance
AI and Machine Learning
Leadership and Communication
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Who Should Attend
Senior leaders and C-suite executives responsible for digital transformation
Department heads and business unit leaders assessing AI's strategic implications
Professionals aspiring to Chief AI Officer or AI governance leadership roles
AI and data governance officers, and transformation and innovation managers
Consultants, advisors and trainers supporting organisations in AI adoption, governance, transformation or capability development
Minimum Entry Requirements
Preferably a degree or diploma holder with at least 3 years of relevant working experience
The CAIO & GenAI Leadership Series
This course is part of a collection of 6 Chief Artificial Intelligence Officer and Generative Artificial Intelligence Leadership executive development series by SITLEARN. View the full collection here.
Learning Outcomes
By the end of this course, learners will be able to:
- Integrate the Five Plays — Strategy, People & Culture, Technology & Data, Economics & Control, and Governance & Risk — into a practical CAIO Playbook.
- Apply Principled Performance to align AI objectives, uncertainty, integrity, performance, risk, compliance, and assurance across its four components and twenty elements.
- Design a CAIO operating model that defines roles, responsibilities, decision rights, governance forums, escalation pathways, and collaboration with business, technology, data, risk, legal, compliance, and audit teams.
- Develop an AI Factory Roadmap that connects strategic priorities, capability building, enterprise AI systems, economic controls, governance requirements, maturity level, and scaling milestones.
- Create a CAIO dashboard that tracks AI value, adoption, capability maturity, cost, risk, assurance, incidents, and board-level reporting metrics.
- Apply executive decision-making in a "Day in the Life of a CAIO" simulation involving competing priorities, maturity constraints, resource limitations, governance issues, risk events, and scaling decisions.
- Present a board-level AI transformation narrative that explains the organisation's AI direction, roadmap, value case, governance approach, risk posture, and next steps.
Teaching Team
Dr. Kevin Shepherdson
Founder & CEO, Straits Interactive
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Dr. Celine Chew
Chief AI Learning Officer, Straits Interactive
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Course Details
Schedule
| Course Run | Dates | Time |
|---|---|---|
| February 2027 | 24 - 25 Feb | 9:00 am – 6:00 pm |
Certificate and Assessment
A Certificate of Attainment will be issued to participants who:
- Attend at least 75% of the course
- Undertake and pass non-credit bearing assessment during the course
Participants who meet the attendance requirement but do not pass the assessment will receive a Certificate of Participation.
Mode of Assessment: Assignment (45 minutes)
Fee Structure
The full fee for this course is S$2,616.00.
| Funding Category | Eligible Funding | Course Fees Payable After Funding |
|---|---|---|
| Singapore Citizen (Below 40) | 70% | S$784.80 |
| Singapore Citizen (40 & Above) Funded under SkillsFuture Mid-Career Enhanced Subsidy (MCES) | 90% | S$304.80 |
| Singapore PR / LTVP+ Holder | 70% | S$784.80 |
| Non-Singapore Citizen | Not Eligible | S$2,616.00 |
Note: All fees above include GST. GST applies to individuals and Singapore-registered companies.
For Organisations
Interested in this course for your business or team?
Tailored to your organisation's specific training needs, we can help you design and develop custom courses to grow key talent and build specialist expertise to meet the future demands of work.
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