CHIEF AI OFFICER
TUESDAYS & THURSDAYS
5 PM PT / 8 PM ET
16 JUL 2026 - 1 SEP 2026
DURATION:
7 WEEKS
TUESDAYS & THURSDAYS
5 PM PT / 8 PM ET
Build the strategy behind the systems. Lead the shift to AI-first business.
Learn to turn models into measurable outcomes guided by Jeremy Rule, a seasoned industry leader who helped bring GitHub Copilot to market as a $1B product.
THIS COURSE IS FOR YOU, IF...
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YOU ARE AN ASPIRING CHIEF AI OFFICER
Trying to figure out what a CAIO does day to day? This role can feel vague and hard to break into. This course gives you a clear path: real-world scenarios, hands-on exercises, and a capstone project that reflects the actual work of a CAIO. You’ll move from guesswork to clarity and start operating like a true AI leader.
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YOU ARE A MANAGER NAVIGATING THE AI SHIFT
Unsure if you’re “technical enough” — or worried your role might stall without AI? We’ll help you level up to a chief mindset. You’ll build the right balance of technical understanding and strategic leadership, and learn how to think, lead, and make decisions in an AI-driven business environment.
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YOU ARE A TECHNICAL SPECIALIST AIMING FOR LEADERSHIP
Strong on the technical side but want a seat at the leadership table? This Chief AI Officer training bridges that gap. You’ll expand beyond execution into strategy, learning how to lead both people and AI initiatives — and position yourself for the next step in your career without becoming “just” a manager.
Our students work in 1600+ companies worldwide
This isn’t theory, it’s execution. You’ll tackle 6 hands-on assignments that mirror what CAIOs do: assess AI readiness, prioritize opportunities, build agents, design governance, and evaluate vendors. Each task builds toward real decision-making, the kind you’ll face on the job.
Learn directly from the people shaping AI in business. With 7 guest speakers — from AI leads to founders and VPs — plus real-world case studies (EY, PepsiCo, Unilever, and more), you’ll see how AI strategy plays out inside global organizations. The wins, the trade-offs, and what it takes to make it work.
Your endgame: a full-scale AI Adoption Plan. Not just a slide deck, a strategic blueprint. You’ll define your AI vision, map data and systems, assess risks, and plan the resources needed to build and scale. It’s a portfolio-ready piece that proves you can lead AI transformation, not just talk about it.
Jeremy Rule
LINKEDIN PROFILE- Leads as Chief AI Officer at MyTruDate and Market Rhythm, shaping and executing company-wide AI strategy.
- Champions best-in-class professional services, customer success, and partner ecosystems, backed by 20+ years of leadership experience.
- Drives high-performing teams at the intersection of AI and developer technologies, delivering scalable growth and GTM impact.
- Scaled GitHub’s professional services and partner channel as an executive leader, helping launch GitHub Copilot into a $1B revenue product.
- Led 270 engineers at Amazon Web Services, enabling customers to build and scale products on AWS.
- Held multiple leadership roles at Microsoft over 18 years, most recently as Practice Leader for the Americas developer practice, where he received the Circle of Excellence award.
Get oriented fast — meet your instructor, understand the course flow, and know exactly what you’re building by the end.
- Instructor intro
- Course structure
- Assignments & final project overview
Understand what a modern CAIO does and how to turn AI ambition into focused, business-driven execution.
- Chief AI Officer role in 2026
- Job descriptions walkthrough
- Aligning AI with business transformation goals
- Bridging the AI ambition readiness-gap
- Case Study: How EY navigated its AI-driven transformation
Learn to set a clear AI vision, tie it to business outcomes, and assess whether your organization is ready to deliver on it.
- Leadership principles: How decisions are made
- Mapping AI to long-term KPIs & OKRs
- Enterprise AI readiness audit
- Frameworks for setting vision across business units
- Leading through change
Assignment #1: SWOT & KPIs
For the provided case study, consider the stated organizational strategy and undertake a SWOT, mapping the organization’s readiness to AI readiness and defining candidate KPIs to measure AI’s success.
Cut through the hype. Compare AI technologies, make smart build vs. buy decisions, and plan for real-world limitations.
- Comparing LLMs, GenAI, Agentic AI, and multimodal/reasoning models
- Cost vs. scalability trade-offs in 2026
- Vendor vs. build: Updated decision-making matrix
- Case Study: AI transformation for consumer brands: Madison Reed
Move from ideas to action. Identify high-impact AI use cases and turn them into scalable, ROI-driven roadmaps.
- Use case discovery frameworks
- Aligning business goals to pilots
- Prioritizing PoCs by ROI, risk, feasibility
- Creating scalable deployment blueprints
- Structured ideation, canvases, hackathons
Assignment #2: AI Opportunity Matrix
Using structured ideation and canvases, build a 2x2 portfolio matrix for AI ideas, placing high-value + high-feasibility initiatives in the top right. Consider data availability, tech maturity, and organizational change readiness.
Translate AI into business language. Learn how to pitch value, prove ROI, and get leadership buy-in.
- Translating AI into commercial outcomes & ROI narratives
- Positioning AI as a revenue growth & efficiency driver
- Workshop: Executive AI pitch simulation
Build and lead AI teams that actually ship — align talent, workflows, and communication across functions.
- Culture of experimentation & continuous upskilling
- AI product squads vs. center of excellence models
- Executive communication tailored for for non-technical leaders
- Demo: Vibe coding & building an agent
Assignment #3: AI Data Augmentor
Given a spreadsheet of company names, build an agent that augments the spreadsheet with rich data (location, phone number, website).
Take AI beyond pilots. Learn how to enable teams across the business to adopt and use AI effectively.
- Democratizing AI tools enterprise-wide
- Designing training programs & onboarding toolkits
- Enabling non-technical functions such as HR, Marketing, Ops
- Case Study: PepsiCo’s AI program
Stay compliant and in control. Design governance frameworks that balance innovation with risk.
- Mapping AI use to GDPR, HIPAA, global AI laws & regulations
- Principles of Responsible AI
- Evaluating frameworks: AWS, NIST, OECD
- Policy-as-code & audit trails
- Integrating ESG into AI governance
Assignment #4: AI Governance Framework
Develop a high-level AI governance policy outline for a fictional organization, including risk classification, responsible AI checklist, and alignment with EU AI Act obligations for general-purpose models.
Build AI people trust. Learn how to embed ethics, transparency, and safety into every stage of development.
- Embedding fairness & explainability in AI product roadmaps
- Go-to-market planning with trust & compliance in mind
- Checklists & playbooks for responsible scaling of AI systems
- Case Study: Spring Health: Designing AI tools
Set up the backbone. Ensure your systems, data, and architecture can support AI at scale.
- Cloud-native AI architecture & hyperscalar options
- Integrating AI with ERP, CRM, cybersecurity, legacy systems
- Building robust data pipelines & model observability
Assignment #5: Course Project: AI Adoption Plan
Develop a comprehensive AI adoption plan that ensures long-term success and integration of AI solutions within the organization's operations.
Learn how to operationalize AI — manage models end-to-end, from deployment to monitoring and continuous improvement.
- End-to-end lifecycle automation for ML & GenAI
- CI/CD pipelines for models & agents with Git
- Model Context Protocol, monitoring, rollback, versioning
- Observability in production: Drift detection, performance tracking
Understand how to choose the right partners. Structure deals that scale, save costs, and reduce risk.
- Buy vs. build vs. partner: Vendor evaluation strategy
- Managing partnerships, outsourcing, talent augmentation
- AI contracts, SLAs, billing alerts, adoption frameworks
- Case Study: Unilever’s GenAI procurement model
Assignment #6: AI-Enhanced Migration Request for Proposal
Produce a sample RFP to migrate from a legacy database to a modern cloud-based database. Evaluate respondents on their effective use of AI to reduce cost, time, and risk.
Balance performance with responsibility. Make AI decisions that align with sustainability and stakeholder expectations.
- Mapping AI impact to ESG frameworks
- Green AI & sustainability
- Ethics, diversity, AI in social governance
- Workshop: Green AI decision sprint
Position yourself for the role. Understand what it takes to become and succeed as a CAIO in today’s market.
- Differences in CAIO scope: Startups vs. enterprises vs. public sector
- What boards & CEOs expect from a CAIO in 2026
- Future of the role: Will CAIOs become COOs of AI-driven businesses?
- Professional associations, certifications, networking, mentorship
What our students say
"I really enjoy the format of the course. Lectures with real life examples and an ongoing case study. Also built in 20 minutes at the end of each class for questions is helpful."
"Overall I'm impressed with the level of detail and explanation around particular topics and subjects. There's a real depth to each module which for learning allows the information to stay in your brain."
"The group activities, they allow us to interact and exchange ideas, plus the way it is structured is challenging and mind twisting as we collaborate in different parts of the ideation."
"I enjoyed the structure of the class. I like how we learned about a topic and practiced it in the workshops. It’s helped me to apply what I learned!"