Version 1: The Deep Dive Series (Multi-Session Format)
This version is designed for organizations that want to dedicate ample time to strategic thinking, research, and collaborative decision-making. It's spread across three half-day workshops over several weeks, allowing for crucial "homework" and reflection between sessions.
Workshop 1: Ambition & Opportunity Mapping (4 Hours)
Objective: To align on a shared AI ambition and generate a comprehensive map of all potential AI use cases across the enterprise.
Time | Activity | Description |
0:00 - 0:30 | Kickoff & Ambition Setting | Welcome and introductions. The facilitator leads a discussion to align on the core ambition: Are we pursuing |
0:30 - 1:00 | The AI Opportunity Radar | The facilitator introduces the radar framework, explaining the four quadrants ( |
1:00 - 2:00 | Ideation Session | Participants engage in a silent brainstorming exercise using sticky notes to generate as many AI use cases as possible for their respective areas. |
2:00 - 2:15 | Break | |
2:15 - 3:45 | Collaborative Plotting | Each participant presents their ideas, and the group collaboratively places them on the large radar chart. This fosters discussion and a shared understanding of the AI landscape. |
3:45 - 4:00 | Wrap-up & Homework | The facilitator summarizes the map and assigns the inter-session assignment. |
Inter-Session Assignment (1-2 weeks, estimated 3-4 hours per person):
- For "Quick Wins" (Everyday AI): Participants validate 1-2 promising ideas with their teams to gauge initial support and potential hurdles.
- For "Strategic Bets" (Game-Changing AI): Participants conduct light research on a chosen idea, looking for industry examples or potential technology partners.
Workshop 2: Feasibility & Prioritization (4 Hours)
Objective: To analyze the mapped opportunities through a feasibility lens and identify a prioritized list of initiatives.
Time | Activity | Description |
0:00 - 0:30 | Homework Debrief | Participants share key insights from their inter-session assignments, adding valuable context to the mapped ideas. |
0:30 - 1:00 | The Feasibility Lens | The facilitator explains the three rings ( |
1:00 - 2:30 | Group Scoring Exercise | The group discusses and scores each key use case on the three feasibility dimensions. This data-informed process moves ideas into their appropriate feasibility rings. |
2:30 - 2:45 | Break | |
2:45 - 3:45 | Define Priorities & Assign Sponsors | Based on the scoring, the group identifies 2-3 "Quick Wins" to start now and 1-2 "Strategic Bets" for deeper exploration. An executive sponsor is assigned to each prioritized initiative. |
3:45 - 4:00 | Next Steps & Homework | The facilitator outlines the next steps and the final assignment. |
Inter-Session Assignment (1-2 weeks, estimated 2-3 hours per sponsor):
- The newly assigned sponsors for the "Quick Wins" will draft a simple, one-page charter outlining the problem, proposed solution, and required resources.
Workshop 3: Foundation & Action Planning (4 Hours)
Objective: To address the foundational pillars of AI readiness and build a concrete, committed action plan.
Time | Activity | Description |
0:00 - 0:45 | Charter Review | The sponsors present their one-page charters for the "Quick Wins," getting feedback and alignment from the executive team. |
0:45 - 2:15 | Foundational Pillars Breakout | The group splits into three teams to discuss the pillars of AI readiness: |
2:15 - 2:30 | Break | |
2:30 - 3:00 | Breakout Report-Out | Each team shares their findings and proposed actions with the larger group. |
3:00 - 3:45 | Roadmap Finalization | The facilitator populates a master action plan with the prioritized initiatives and the foundational actions, assigning owners and timelines in real-time. |
3:45 - 4:00 | Commitment & Close | The workshop concludes with a final review of the roadmap and a clear commitment from all executives on governance and next steps. |
Version 2: The One-Day AI Accelerator
This intensive, full-day workshop is designed to rapidly move a leadership team from ideation to an actionable plan. It prioritizes momentum and decision-making in a compressed timeframe. Pre-reading of the Gartner document is mandatory homework for all participants.
Time | Activity | Objective |
9:00 - 9:30 | Ambition & Framework | Rapidly align on the |
9:30 - 10:45 | High-Speed Ideation & Mapping | Participants brainstorm and plot AI use cases directly onto the large radar chart in a fast-paced, collaborative session. |
10:45 - 11:00 | Coffee Break | |
11:00 - 12:30 | Rapid Feasibility Scoring | The facilitator guides the group through a quick prioritization of the mapped ideas using dot voting or a simplified 1-3 scoring scale for feasibility dimensions6. The goal is to identify a shortlist of top initiatives by lunch. |
12:30 - 1:30 | Lunch | |
1:30 - 3:00 | Foundational Pillars Sprint | The facilitator leads a focused, whole-group discussion on the three pillars7. For each pillar ( |
3:00 - 3:15 | Coffee Break | |
3:15 - 4:45 | Action Planning & Ownership | Using the prioritized list and the foundational actions, the facilitator builds a live, one-page action plan. Owners and deadlines are assigned directly in the room to ensure immediate accountability. |
4:45 - 5:00 | Commit & Close | Final review of the action plan, confirmation of next steps, and commitment to a follow-up governance meeting. |