DEFINE Your ai ambitions

This workshop helps leadership teams move beyond buzzwords to define where AI can create real business value, assess organizational readiness, and establish a strategic roadmap for measurable outcomes.
It’s ideal for organizations entering or scaling their AI journey — aligning stakeholders early and securing leadership buy-in.

See how a Fortune 500 started their AI journey

Lead with AI Fluency

AI fluency is now a leadership competency. But most executives still struggle to translate AI’s potential into business reality. This workshop equips leaders with the clarity, language, and frameworks to make confident, informed decisions in the age of AI.

What they will achieve:

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AI fluency — understand what AI can (and can’t) do, and how to integrate it responsibly.
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Strategic clarity — identify where AI creates real business value and how to prioritize high-impact initiatives.
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Organizational readiness — assess culture, data, and governance for scalable AI adoption.
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Action roadmap — move from vision to concrete, measurable execution plans.

Start with AI, the right way

AI is rewriting the rules of business - but most organizations are still playing by the old ones. Executives are under pressure to adopt AI inside their organization but they are stil stuck between hype and hesitation.

The AI Strategy for Executives Workshop is a hands-on, high-impact experience that turns abstract ambitions into aligned, actionable strategy.

Co-developed by John Vetan (Design Sprint Academy) and Gianluca Mauro (AI Academy), this collaboration merges strategic problem framing and applied AI expertise into a system that leadership teams can run independently.

The Outcome
A clear, validated AI strategy — grounded in business impact, responsible governance, and organizational capability.

The Core of the Program

AI Education

Build executive fluency through real examples, not technical lectures.

Business Focus

Identify where AI drives measurable value across functions.

Think Big, Act Wisely

Combine visionary ideas with structured prioritization.

Reality Check

Validate initiatives against feasibility, data readiness, and compliance.

Workshop Agenda

Demystifying AI

We start the workshop with an interactive educational session designed to build the executive team's confidence in their understanding of AI. Together, we'll explore case studies showcasing different types of AI in action, helping leaders connect the dots to their own organization and industry.

  • What is Traditional AI?
  • What is Generative AI?
  • Understanding AI Capability.
Duration: 2 hours

AI Opportunities

Executives will now examine the latest applied research and case studies on the business impact of Generative AI. This session will help them understand which use cases are suitable for AI and which are not, allowing them to envision the biggest opportunities for their organization.

  • Identify AI Risks
  • Evaluate AI Impact
  • Understand Tech Strategy
  • Define AI areas of opportunity
Duration: 2 hours

AI Applications

In the afternoon, executives will take a closer look at the AI opportunities identified in the morning. They will explore specific problems that can be addressed with AI, aligning these with the predefined opportunities. This ideation process, guided by AI experts, ensures that even the most ambitious ideas are concrete and feasible.

  • Brainstorm big ideas
  • Evaluate and prioritize ideas
Duration: 2 hours

AI Roadmap

Having big AI ideas is just the first step. This session focuses on defining a high-level roadmap for moving an idea towards company-wide adoption. Leveraging the Harvard business case methodology, executives will work in small groups to draft a blueprint for scaling AI within the organization.

  • Make a Game Plan
  • Define the next steps for execution
Duration: 1 hour
Expected Results
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AI Roadmap
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3-5 AI Opportunities linked to business goals
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Shared Leadership AI Fluency
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Organizational Readiness Snapshot (data, people, governance)
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Green Light for Next-Phase AI Initiatives
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Why This Workshop is Unique?

Design Sprint Academy + AI Academy combine strategic problem framing with applied AI education—so your board doesn’t just understand AI, it can decide and execute on it.

Most AI strategy programs are either too technical, focused on tools and data pipelines,
or too abstract, full of theory and innovation theater.

This collaboration changes that.

Design Sprint Academy brings the structure for thinking, deciding, and aligning — helping leadership teams move from vision to validated direction.

AI Academy brings the depth of AI fluency — translating technical complexity into business language and responsible adoption frameworks.

Stakeholder Alignment Stories
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Align your leadership team on AI — in one day

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