Module 1 of 3
Wired for AI Leadership Intensive

Reading the
Strategy

Before you can lead strategically, you need to answer one question: Is this organization set up to execute the strategy it claims to have? The answer is almost always — partially.

1
Read the Strategy Map
2
Org Design Diagnostic
3
90-Day Leverage Map
Begin
1
Stage One

Read the Strategy Map

A Strategy Map is a one-page picture of what drives your organization's success. It connects seven elements into a coherent system. When you can fill in all seven with specificity — not aspiration — you understand the org.

"Strategy forms the basis for design. Design determines capability. Capability drives outcomes. Most organizations reverse this — they start with the people they have, organize around them, and then try to extract a strategy. This is why so many orgs feel permanently stuck."

The Strategic Anchor
Start with how the org wins. Everything else cascades from there.
Strategic Positioning
How you win
Capabilities
What you must be world-class at
Structure
How you organize
Talent
Who you hire & develop
⚠️
The aspiration trap: "We deliver great service" is a value. "We win by making a complex market easy to navigate" is a differentiator. Be specific enough that someone could build a structural decision from what you write.
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The IKEA vs. Wayfair test: IKEA wins by engineering standardization. Wayfair wins by orchestrating complexity into ease. Same industry. Completely different operating systems. You cannot run both. What's yours?
Is this the actual strategy or the stated strategy? Hold your early conclusions loosely. What you've been told might not match what the org is structurally set up to do. The diagnostic in Stage 2 will test them.
Your Strategy Map — 7 Elements
Element 3 — The Anchor
Strategic Positioning — How You Win
What does this org do better than its competition that a customer would actually switch for? Not a value, not a vision — the specific mechanism of winning.
Element 1
Aspirations
What does this org want to achieve or become in the next 3 years?
Element 2
Mission
Why does this org exist? What stops happening if it disappears?
Element 4
Capabilities
What combination of processes, people, and technology directly delivers the strategy? What must you be world-class at?
Element 5
Metrics
What does the org measure to know it's winning? Not activity metrics — strategic progress indicators.
Element 6
Values
What does the org stand for? What can stakeholders consistently count on from you?
Element 7
Priority Actions — Current 90–180 Day Bets
What is the org focused on right now to reinforce its positioning? Not the full roadmap — the current set of bets.
The Confidence Test

How confident are you that what you just wrote is the actual strategy — versus what you've been told the strategy is? Where do those two things diverge?

Complete all 7 elements before continuing
2
Stage Two

Org Design Diagnostic

You have a working Strategy Map. Now let's find out how much of it is real. Four diagnostic questions reveal where structure, decisions, optimization, and talent are misaligned with the stated strategy.

"Most organizational dysfunction lives at the seams — not inside functions, but between them. Most orgs have meaningful gaps between stated strategy and structural reality. The executive who diagnoses those gaps gains an enormous advantage — regardless of how long they've been in the role."

Q1
Does the Structure Serve the Strategy?
How it's built vs. what the differentiator requires

Every org chart encodes a set of priorities. A product-led org prioritizes product velocity. A functional org prioritizes specialization. A customer-segmented org prioritizes responsiveness. The seams — where functions hand off to each other — reveal the most dysfunction.

Q2
Where Do Decisions Actually Live?
Stated authority vs. real authority

Stated authority and actual authority are usually different things. Look at decisions being made, not the org chart. Decisions that should happen at one level but consistently float to a higher level signal unclear mandate, trust deficit, or a leader not delegating.

Q3
What Does the Org Actually Optimize For?
Not what it says — what it rewards

Every org has an implicit optimization function — a set of behaviors it rewards, even when leadership says it wants something different. Common: an org that says it values innovation but punishes failure. Or says it's customer-centric but measures only internal productivity.

Q4
Can the Talent Execute the Strategy?
Not individually — as a system

The question is not whether each person is competent. The question is whether the combination of capabilities matches what the strategy requires. Structural talent gaps are root causes. Individual performance gaps are symptoms.

The Diagnostic Summary

Looking across all four questions — what is the most significant misalignment between what this org says it is and what it is structurally set up to do?

Complete all four diagnostic questions to continue
3
Stage Three

90-Day Leverage Map

You now have more problems than you can solve. This stage forces prioritization. Two criteria: how directly does this gap undermine your differentiator, and can you actually move it in 90 days?

"Not all gaps are equal. Early wins build the credibility to tackle harder problems later. Focus on what you can actually move — not because the rest doesn't matter, but because you need a track record before you can take on the structural battles."

The 2×2 Prioritization
High Strategic Impact
Low Strategic Impact
High Tractability in 90 Days
Act Now
90-Day Priorities
High impact, high tractability. These are your bets. Write them in the fields below.
Delegate / Defer
Important but not worth your direct attention now. Assign if possible.
Low Tractability in 90 Days
Name & Flag
High strategic impact but can't be moved quickly. Begin the long game. Name it explicitly so you don't forget.
Ignore for Now
Low impact, low tractability. Don't let it consume attention.
Your Top 2 Priorities — Built Out
Priority 1
Top Priority Intervention
Priority 2
Second Priority Intervention
The Longer-Term List — Named but Deprioritized

Name the gaps that matter but can't be moved in 90 days. Capture why each is deprioritized for now — time horizon, political capital required, dependencies.

The Force-Ranking Question

Of everything on your leverage map — what's the one thing that, if you got it right in the next 90 days, would have the most leverage on everything else? Just one. Name it and say why.

Module 2 complete — export and bring to your AI agent session