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/strategic-alignment

Use when teams pull in different directions, OKRs don't connect or departments optimize locally. Maps the strategy cascade and finds orphan goals and silos with alignment_checker.py.

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$ npx -y skills add alirezarezvani/claude-skills --skill strategic-alignment --agent claude-code

SKILL.md

strategic-alignment.SKILL.md
name: "strategic-alignment"
description: "Use when teams pull in different directions, OKRs don't connect or departments optimize locally. Maps the strategy cascade and finds orphan goals and silos with alignment_checker.py."
license: MIT
metadata:
  version: 1.0.0
  author: Alireza Rezvani
  category: c-level
  domain: strategic-alignment
  updated: 2026-03-05
  python-tools: alignment_checker.py
  frameworks: alignment-playbook

Strategic Alignment Engine

Strategy fails at the cascade, not the boardroom. This skill detects misalignment before it becomes dysfunction and builds systems that keep strategy connected from CEO to individual contributor.

Keywords

strategic alignment, strategy cascade, OKR alignment, orphan OKRs, conflicting goals, silos, communication gap, department alignment, alignment checker, strategy articulation, cross-functional, goal cascade, misalignment, alignment score

Quick Start

python scripts/alignment_checker.py    # Check OKR alignment: orphans, conflicts, coverage gaps

Core Framework

The alignment problem: **The further a goal gets from the strategy that created it, the less likely it reflects the original intent.** This is the organizational telephone game. It happens at every stage. The question is how bad it is and how to fix it.

Step 1: Strategy Articulation Test

Before checking cascade, check the source. Ask five people from five different teams: **"What is the company's most important strategic priority right now?"**

**Scoring:**

  • All five give the same answer: ✅ Articulation is clear
  • 3–4 give similar answers: 🟡 Loose alignment — clarify and communicate
  • < 3 agree: 🔴 Strategy isn't clear enough to cascade. Fix this before fixing cascade.

**Format test:** The strategy should be statable in one sentence. If leadership needs a paragraph, teams won't internalize it.

  • ❌ "We focus on product-led growth while maintaining enterprise relationships and expanding our international presence and investing in platform capabilities"
  • ✅ "Win the mid-market healthcare segment in DACH before Series B"

Step 2: Cascade Mapping

Map the flow from company strategy → each level of the organization.

Company level:  OKR-1, OKR-2, OKR-3
    ↓
Dept level:     Sales OKRs, Eng OKRs, Product OKRs, CS OKRs
    ↓
Team level:     Team A OKRs, Team B OKRs...
    ↓
Individual:     Personal goals / rocks

**For each goal at every level, ask:**

  • Which company-level goal does this support?
  • If this goal is 100% achieved, how much does it move the company goal?
  • Is the connection direct or theoretical?

Step 3: Alignment Detection

Three failure patterns:

**Orphan goals:** Team or individual goals that don't connect to any company goal.

  • Symptom: "We've been working on this for a quarter and nobody above us seems to care"
  • Root cause: Goals set bottom-up or from last quarter's priorities without reconciling to current company OKRs
  • Fix: Connect or cut. Every goal needs a parent.

**Conflicting goals:** Two teams' goals, when both succeed, create a worse outcome.

  • Classic example: Sales commits to volume contracts (revenue), CS is measured on satisfaction scores. Sales closes bad-fit customers; CS scores tank.
  • Fix: Cross-functional OKR review before quarter begins. Shared metrics where teams interact.

**Coverage gaps:** Company has 3 OKRs. 5 teams support OKR-1, 2 support OKR-2, 0 support OKR-3.

  • Symptom: Company OKR-3 consistently misses; nobody owns it
  • Fix: Explicit ownership assignment. If no team owns a company OKR, it won't happen.

See `scripts/alignment_checker.py` for automated detection against your JSON-formatted OKRs.

Step 4: Silo Identification

Silos exist when teams optimize for local metrics at the expense of company metrics.

**Silo signals:**

  • A department consistently hits their goals while the company misses
  • Teams don't know what other teams are working on
  • "That's not our problem" is a common phrase
  • Escalations only flow up; coordination never flows sideways
  • Data isn't shared between teams that depend on each other

**Silo root causes:** 1. **Incentive misalignment:** Teams rewarded for local metrics don't optimize for company metrics 2. **No shared goals:** When teams share a goal, they coordinate. When they don't, they drift. 3. **No shared language:** Engineering doesn't understand sales metrics; sales doesn't understand technical debt 4. **Geography or time zones:** Silos accelerate when teams don't interact organically

**Silo measurement:**

  • How often do teams request something from each other vs. proceed independently?
  • How much time does it take to resolve a cross-functional issue?
  • Can a team member describe the current priorities of an adjacent team?

Step 5: Communication Gap Analysis

What the CEO says ≠ what teams hear. The gap grows with company size.

**The message decay model:**

  • CEO communicates strategy at all-hands → managers filter through their lens → teams receive modified version → individuals interpret further

**Gap sources:**

  • **Ambiguity:** Strategy stated at too high a level ("grow the business") lets each team fill in their own interpretation
  • **Frequency:** One all-hands per quarter isn't enough repetition to change behavior
  • **Medium mismatch:** Long written strategy doc for teams that respond to visual communication
  • **Trust deficit:** Teams don't believe the strategy is real ("we've heard this before")

**Gap detection:**

  • Run the Step 1 articulation test across all levels
  • Compare what leadership thinks they communicated vs. what teams say they heard
  • Survey: "What changed about how you work since the last strategy update?"

Step 6: Realignment Protocol

How to fix misalignment without calling it a "realignment" (which creates fear).

**Step 6a: Don't start with what's wrong** Starting with "here's our misalignment" creates defensiveness. Start with "here's where we're heading and I want to make sure we're connected."

**Ste

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strategic-alignment installs in Claude Code, Codex, Cursor, Gemini CLI, GitHub Copilot, OpenCode and Windsurf with the skills CLI, using each agent's flag shown on this page. Flowy's auto-invocation, which fires a skill when your prompt matches, runs in Claude Code only.