The Roadmap
One journey. Five different decisions.
AI adoption does not happen through one purchase, one project, or one leadership decision. It develops through a sequence of organizational choices.
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01
Discover
Understand the work.
Identify a meaningful organizational problem.
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02
Assess
Examine readiness.
Know what must be strengthened before implementation.
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03
Prioritize
Make the choice.
Select the project most likely to create value and learning.
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04
Build
Run the project.
Implement a focused pilot and measure what changes.
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05
Scale
Apply the learning.
Improve the organization and decide what comes next.
Every completed project creates new information, new capabilities, and new opportunities. That learning returns the organization to Discover.
How to Use It
The roadmap is a guide, not a race.
Its purpose is not to push every organization toward implementation. Its purpose is to help leaders make the next decision with greater clarity.
Begin Where You Are
Your organization may already understand its workflows but still need to evaluate readiness. Another organization may have completed a pilot and need to decide whether to expand.
Start with the decision currently in front of you.
Advance Through Evidence
Enthusiasm is not enough to move from one stage to the next. Each stage should produce enough evidence to support the next organizational decision.
Progress should be visible, explainable, and measurable.
Return When Conditions Change
New leadership, changing workflows, new regulations, employee feedback, or unexpected project results may require the organization to revisit an earlier stage.
Returning is not failure. It is responsible adoption.
The Decision Gates
Know what must be true before moving forward.
Each stage answers a different organizational question. The evidence created during that stage becomes the foundation for the decision that follows.
Discover
Which problem deserves our attention?
Decide whether an organizational challenge is important enough to investigate further.
- The current workflow has been observed and described.
- The people affected by the problem have been identified.
- The impact can be explained in terms of time, cost, quality, experience, risk, or capacity.
Assess
Are we prepared to act responsibly?
Decide whether the organization has the leadership, people, workflow, data, and measurement foundations needed to begin.
- A leader is prepared to sponsor the work.
- The workflow is understood well enough to be improved.
- Data and information needs have been identified.
- Readiness gaps are visible and can be addressed.
Prioritize
Is this the right project to pursue now?
Choose the initiative that offers the strongest balance of organizational impact, feasibility, support, and learning value.
- The project is connected to an important organizational outcome.
- The scope is achievable within a reasonable period.
- Success can be measured against a known baseline.
- The organization understands why this project should come before the alternatives.
Build
Can we run a disciplined pilot?
Decide whether the organization has a clear enough plan to implement, learn, measure, and adjust without losing sight of the original problem.
- Project ownership and responsibilities are defined.
- The timeline, pilot boundaries, and expected outcomes are documented.
- Employees know what is changing and what support they will receive.
- Risks, governance needs, and measurements are included in the plan.
Scale
What should we expand, improve, or stop?
Decide how the organization should apply what it learned, whether through expansion, refinement, a new project, or a deliberate decision not to continue.
- Results have been compared with the original baseline.
- Employees and stakeholders have shared what worked and what did not.
- Lessons have been documented for future projects.
- The organization can sustain ownership, training, measurement, and governance.
Roadmap Toolkit
Use the right tool for the decision in front of you.
The appendices are not additional reading assignments. They are working tools designed to help teams move from discussion to evidence.
AI Readiness Scorecard
Evaluate leadership, culture, workflows, data, employee readiness, governance, measurement, and strategy.
Complete the scorecardAI Opportunity Discovery Worksheet
Define the challenge, examine the current process, describe success, and evaluate whether the opportunity deserves further investment.
Evaluate an opportunityAI Project Planning Canvas
Convert a selected opportunity into a structured project with defined ownership, milestones, risks, training, and measures.
Plan the projectThe 50 By Friday AI Roadmap
Use this page to orient leaders, identify the organization's current stage, and agree on the next decision that needs to be made.
Use it with your teamLeadership Discussion
Use the roadmap in one focused conversation.
This framework can help a leadership team move from a broad AI discussion to a clear organizational next step.
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01
Name your current stage.
Which decision is actually in front of the organization today?
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02
Review the evidence.
What do you already know, and what still needs to be learned before moving forward?
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03
Choose one next step.
Select one action, one owner, and one reasonable date for continuing the work.
“What is the next thoughtful step we can take?”