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Agent skill

Strategic Planning

by w95 in w95/awesome-claude-corporate-skills

ACTIVATE when developing long-term strategy, setting OKRs, creating vision statements, building SWOT analyses, designing strategic frameworks, defining company direction, planning multi-year…

MITAuto-check passedBusiness, Finance & HR

Install Strategic Planning

skills CLI
$ npx skills add w95/awesome-claude-corporate-skills --skill strategic-planning -a claude-code

Project install by default; add -g for ~/.claude/skills/.

GitHub CLI
$ gh skill install w95/awesome-claude-corporate-skills strategic-planning --agent claude-code

Project scope by default; add --scope user for a personal install. Needs GitHub CLI 2.90.0 or later (public preview).

Manual copy
$ git clone --depth 1 https://github.com/w95/awesome-claude-corporate-skills.git skills-src && mkdir -p .claude/skills && cp -r skills-src/01-executive-leadership/strategic-planning .claude/skills/strategic-planning && rm -rf skills-src

Use ~/.claude/skills/ instead of .claude/skills for a personal install. The folder must contain SKILL.md.

Claude Code skills documentation · loads skills from .claude/skills/

Facts

Skill name
strategic-planning
GitHub stars
244
Token cost
~2.2k tokens
SKILL.md length
909 words
Files
1
Skills in repo
42
Repo updated
First seen
Licence
MIT

At a glance

ACTIVATE when developing long-term strategy, setting OKRs, creating vision statements, building SWOT analyses, designing strategic frameworks, defining company direction, planning multi-year…

  • Works in 5 steps: Strategic Foundation → Environmental Analysis → Strategic Objective Setting → …
  • Tasks that involve Startup and business strategy
  • SKILL.md covers Overview, Core Strategic Planning…, Templates & Examples and Best Practices for Strategic…, plus 1 more section
  • Instructions only: no scripts, shell commands, URLs or credentials in SKILL.md

What it does

Strategic Planning is an agent skill from w95/awesome-claude-corporate-skills. ACTIVATE when developing long-term strategy, setting OKRs, creating vision statements, building SWOT analyses, designing strategic frameworks, defining company direction, planning multi-year initiatives, or aligning organizational strategy with business goals. Executive must think through market positioning, competitive advantage, and measurable strategic objectives.

Its SKILL.md is about 2.2k tokens, which your agent loads only when the skill is triggered. It is a single SKILL.md file with no bundled scripts.

It sits in Business, Finance & HR, covering Startup and business strategy and OKRs and executive reporting. The repository describes itself as: 166 production-ready Claude AI skills organized by corporate role — executive leadership, finance, HR, marketing, sales, legal, operations, engineering, product, data, customer…. The licence is MIT.

When your agent uses it

  • Tasks that involve Startup and business strategy
  • Tasks that involve OKRs and executive reporting

Example prompts

  • “/strategic-planning”

Workflow steps

5 steps, taken from the step headings in SKILL.md.

  1. Strategic Foundation
  2. Environmental Analysis
  3. Strategic Objective Setting
  4. Strategic Frameworks
  5. Strategy Communication & Alignment

What it can do on your machine

Read from SKILL.md and the folder at commit 78dbc7c. It shows what the files ask for, not the result of running them.

  • Tool permissions

    Pre-approves nothing: there is no allowed-tools line, so your agent's usual permission prompts apply.

    From allowed-tools in the SKILL.md frontmatter.

  • Runs code

    No scripts in the folder and no shell commands in SKILL.md.

    From the folder's file list and the shell code blocks in SKILL.md.

  • Network

    No URLs in SKILL.md.

    From URLs in SKILL.md, links to its own repository left out.

  • Credentials

    Names no API keys, tokens, secrets or passwords.

    From names ending in _API_KEY, _TOKEN, _SECRET, _KEY or _PASSWORD in SKILL.md.

Context cost

Strategic Planning loads about 2.2k tokens when it runs. Until then it costs about 97 tokens; SKILL.md has 909 words of instructions outside code blocks.

Always · name and description, kept in context so the agent knows when to use it
~97
When it runs · the whole SKILL.md, loaded when a task matches
~2.2k

Estimates: characters ÷ 4, the usual rule of thumb; real counts depend on the model's tokenizer. Scripts and assets cost tokens only if the agent reads them.

Safety

Auto-check passed

The automated check found no risky patterns in SKILL.md.

Automated static check — not a guarantee. Review scripts before installing. It scans the text of SKILL.md for risky patterns (piping downloads into a shell, reading credential files, hidden Unicode, destructive commands); files beside SKILL.md are not scanned.

SKILL.md

The full file from w95/awesome-claude-corporate-skills at commit 78dbc7c, republished under its MIT licence (© w95). 909 words, ~2,204 tokens.

Download SKILL.mdSave it as .claude/skills/strategic-planning/SKILL.md (or your agent's skills folder).
name
strategic-planning
description
ACTIVATE when developing long-term strategy, setting OKRs, creating vision statements, building SWOT analyses, designing strategic frameworks, defining company direction, planning multi-year initiatives, or aligning organizational strategy with business goals. Executive must think through market positioning, competitive advantage, and measurable strategic objectives.

Strategic Planning

Overview

Strategic planning is the cornerstone of executive leadership. This skill enables you to develop comprehensive long-term strategies, establish measurable goals through OKRs (Objectives and Key Results), conduct rigorous market and competitive analysis, and build strategic frameworks that guide organizational decision-making. Use this skill whenever you need to chart the company's direction, assess market opportunities and threats, set ambitious yet achievable goals, or create alignment across the organization on strategic priorities.

Core Strategic Planning Framework

Phase 1: Strategic Foundation

Clarify Organizational Purpose

  • Define or refine your company's mission (why you exist)
  • Articulate your vision statement (future state, 3-5 years out)
  • Establish core values (how you operate, what matters most)
  • Identify strategic pillars (2-4 key areas of focus)

Ask yourself:

  • What problem do we solve and for whom?
  • Where do we want to be in 5 years?
  • What competitive advantages do we possess?
  • What are our non-negotiables?
Phase 2: Environmental Analysis

Conduct SWOT Analysis Create a comprehensive assessment:

StrengthsWeaknesses
Internal capabilities, resources, brandInternal limitations, skill gaps, constraints
Competitive advantages, market positionOperational inefficiencies, cost disadvantages
OpportunitiesThreats
Market gaps, emerging trends, partnershipsCompetitive moves, market shifts, regulations
Technology disruptions, geographic expansionEconomic downturns, customer churn, talent loss

Market and Competitive Analysis

  • Map industry trends: technology, regulatory, consumer behavior
  • Analyze competitor positioning, strengths, weaknesses
  • Identify white space and blue ocean opportunities
  • Assess market size, growth rates, and TAM (Total Addressable Market)
  • Evaluate customer needs, pain points, and willingness to pay
Phase 3: Strategic Objective Setting

Develop Multi-Year Strategic Goals

  • Define 3-5 strategic objectives for the next 3-5 years
  • For each objective, identify key initiatives and milestones
  • Assign ownership and accountability
  • Establish success metrics and review cadences

Create OKRs (Objectives and Key Results)

OKRs align ambition with measurable outcomes:

Structure:

  • Objective: Qualitative statement of what you want to achieve
  • Key Results: 3-4 measurable outcomes proving success
  • Initiatives: Projects and work streams driving KRs

Example OKR Set:

Objective: Establish market leadership in enterprise segment

  • KR1: Achieve 60% market share in target verticals
  • KR2: Reach $50M ARR from enterprise customers
  • KR3: Maintain 95%+ customer satisfaction (NPS >50)
  • Initiative: Launch dedicated enterprise sales team
  • Initiative: Build enterprise-grade security and compliance features

Best Practices:

  • Write 4-5 organizational OKRs per quarter/year
  • Make KRs ambitious but achievable (60-70% achievement rate is healthy)
  • Review and adjust quarterly with cross-functional leadership
  • Cascade OKRs down to team levels (not everything needs OKRs)
  • Distinguish between operational KPIs and aspirational OKRs
Phase 4: Strategic Frameworks

Build a Strategic Roadmap

Create a visual representation spanning 3-5 years:

Year 1 (Next 12 Months): Foundation & Quick Wins

  • Immediate capabilities to build
  • Early traction metrics and milestones
  • Key hires and organizational changes
  • Expected revenue/growth targets

Year 2-3 (Medium Term): Scaling & Expansion

  • Scale proven business models
  • Enter new markets or customer segments
  • Build strategic partnerships
  • Develop new products/services

Year 4-5 (Long Term): Market Leadership

  • Dominant market position targets
  • Platform/ecosystem opportunities
  • Adjacent market expansion
  • Exit or profitability milestones

Porter's Five Forces Analysis Assess competitive intensity:

  1. Threat of new entrants (barriers to entry?)
  2. Bargaining power of suppliers (can they dictate terms?)
  3. Bargaining power of customers (price sensitivity?)
  4. Threat of substitutes (alternative solutions?)
  5. Competitive rivalry (intensity of competition?)

Blue Ocean Strategy

  • Identify uncontested market spaces
  • Create new demand rather than competing on existing
  • Focus on differentiation and cost leadership simultaneously
  • Document your value innovation strategy
Show full SKILL.md (357 more words)Show less
Phase 5: Strategy Communication & Alignment

Create a Strategy Document

  • Executive summary (1-2 pages)
  • Market context and opportunity
  • Strategic vision and 3-5 year objectives
  • Key initiatives and milestones
  • Resource requirements and financial projections
  • Risk assessment and mitigation
  • Success metrics and review cadence

Leadership Alignment Process

  • Present to executive team for debate and refinement
  • Facilitate cascade sessions to division/department heads
  • Create one-page summary for all-hands communication
  • Establish quarterly strategy review meetings
  • Track progress against milestones monthly

Templates & Examples

Strategic Plan Template
COMPANY STRATEGIC PLAN [YEAR]

1. EXECUTIVE SUMMARY
   - 1-2 paragraph overview of strategy and key objectives

2. MARKET OPPORTUNITY
   - TAM and market growth trends
   - Customer segments and needs
   - Competitive landscape

3. STRATEGIC VISION (3-5 Years)
   - Where do we want to be?
   - What will success look like?

4. STRATEGIC PILLARS & OBJECTIVES
   Pillar 1: [Area of Focus]
   - Objective 1
   - Objective 2

5. KEY INITIATIVES
   Initiative 1: [Name]
   - Owner: [Name]
   - Timeline: [Dates]
   - Expected outcome: [Measurable result]
   - Resource requirements: [Budget, headcount]

6. FINANCIAL PROJECTIONS
   - Revenue targets and assumptions
   - Profitability milestones
   - Capital requirements

7. SUCCESS METRICS & DASHBOARDS
   - Leading indicators
   - Lagging indicators
   - Review frequency

8. RISKS & MITIGATION
   - Key risks to plan
   - Mitigation strategies
   - Contingency plans

9. ORGANIZATIONAL READINESS
   - Required capabilities
   - Talent gaps
   - Cultural shifts needed
OKR Writing Checklist
  • Objective is inspiring and directional (not a to-do list)
  • Key Results are measurable and specific (not vague)
  • Have 3-4 Key Results per Objective (not more)
  • Include 2-3 key initiatives aligned to each KR
  • Assign clear ownership to each KR
  • KRs are ambitious (70% achievement = success)
  • KRs are time-bound (quarter or year)
  • Team understands how their work contributes

Best Practices for Strategic Excellence

Do's:

  • Ground strategy in data and market evidence
  • Involve diverse perspectives in strategy development
  • Make trade-offs explicit (what are you NOT doing?)
  • Balance ambition with realism
  • Review and adapt strategy quarterly
  • Communicate strategy relentlessly (aim for 7x repetition)
  • Tie compensation and promotions to strategic objectives
  • Start with outcomes, not activities

Don'ts:

  • Create strategy in isolation (need cross-functional input)
  • Set unrealistic timelines or resource assumptions
  • Ignore external threats and market changes
  • Over-communicate everything (focus on key messages)
  • Set and forget strategy (quarterly reviews are essential)
  • Make strategy too complex (simplicity drives alignment)
  • Confuse strategic goals with operational metrics
  • Neglect the "why" in strategy communication

Execution Essentials

Strategy to Execution Bridge:

  1. Break OKRs into quarterly milestones
  2. Assign executive sponsor to each major initiative
  3. Create weekly/monthly tracking against milestones
  4. Hold monthly strategy reviews with leadership
  5. Communicate progress in all-hands and team meetings
  6. Adjust mid-course when market conditions change
  7. Celebrate wins aligned to strategic goals
  8. Course-correct openly when initiatives underperform

Quarterly Strategy Rhythm:

  • Week 1: Reflect on past quarter performance
  • Week 2-3: Develop/refine next quarter OKRs
  • Week 4: Leadership alignment and finalization
  • Ongoing: Monthly progress reviews, weekly executive syncs

Use this skill to build organizational clarity, align teams around shared goals, and drive disciplined execution toward ambitious strategic objectives.

© w95, MIT. Rendered from Markdown: HTML in the file is shown as text, images as links, and headings moved down two levels. Raw file

Files

Just SKILL.md in 01-executive-leadership/strategic-planning of w95/awesome-claude-corporate-skills.

Open the folder on GitHubat commit 78dbc7c

Compare with similar skills

Strategic Planning next to the 5 skills that share the most tags, products or categories with it. Stars are the repository's; “used in” counts other GitHub owners with a copy.

Strategic Planning compared with similar skills
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Strategic Planning this skillw95/awesome-claude-corporate-skills244—~2.2kAutomated safety check: PassMIT
Product Strategistdavila7/claude-code-templates33k3 repos~248Automated safety check: PassMIT
Strategy Documentjezweb/claude-skills1.1k—~3kAutomated safety check: PassMIT
Space Chart HTML PlusSpaceZephyr/design-buddy176—~1.6kAutomated safety check: PassNone
Partnerships EcosystemLeoYeAI/openclaw-master-skills2.2k—~5kAutomated safety check: PassMIT
Startup Metricsguia-matthieu/clawfu-skills150—~5kAutomated safety check: PassMIT

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Categories

Questions about Strategic Planning

What does Strategic Planning do?

ACTIVATE when developing long-term strategy, setting OKRs, creating vision statements, building SWOT analyses, designing strategic frameworks, defining company direction, planning multi-year…. Strategic Planning is an agent skill from w95/awesome-claude-corporate-skills. ACTIVATE when developing long-term strategy, setting OKRs, creating vision statements, building SWOT analyses, designing strategic frameworks, defining company direction, planning multi-year initiatives, or aligning organizational strategy with business goals.

When should I use Strategic Planning?

Strategic Planning fits situations like: tasks that involve Startup and business strategy; tasks that involve OKRs and executive reporting.

How do I install Strategic Planning in Claude Code?

Run `npx skills add w95/awesome-claude-corporate-skills --skill strategic-planning -a claude-code`. Or copy the skill folder (01-executive-leadership/strategic-planning in w95/awesome-claude-corporate-skills) into .claude/skills/strategic-planning in your project. Claude Code loads it when a task matches its description.

How do I install Strategic Planning in Codex?

Run `npx skills add w95/awesome-claude-corporate-skills --skill strategic-planning -a codex`. Or copy the skill folder (01-executive-leadership/strategic-planning in w95/awesome-claude-corporate-skills) into .agents/skills/strategic-planning in your project. Codex loads it when a task matches its description.

Can I use Strategic Planning in Cursor, Gemini CLI or GitHub Copilot?

Cursor, Gemini CLI, GitHub Copilot and OpenCode also load SKILL.md folders. With the skills CLI, run `npx skills add w95/awesome-claude-corporate-skills --skill strategic-planning -a cursor` (or -a gemini-cli, github-copilot or opencode for the others). To copy it by hand, put the folder in .cursor/skills/strategic-planning, .gemini/skills/strategic-planning, .github/skills/strategic-planning and .opencode/skills/strategic-planning in your project.

What does Strategic Planning need to run?

SKILL.md names no scripts, command-line tools or credentials: Strategic Planning is instructions for the agent only.

Does Strategic Planning access the network?

SKILL.md contains no URLs. Any network use would come from the scripts or tools the agent runs. This is read from the text; nothing was executed.

Is Strategic Planning safe to install?

Our automated static check of SKILL.md found no risky patterns, such as piping downloads into a shell, reading credential files or hidden Unicode. It is not a guarantee. Review the folder before installing.

What licence does Strategic Planning use?

Strategic Planning is published under the MIT licence (the repository's licence). It allows redistribution, so the full SKILL.md is shown on this page.

How many tokens does Strategic Planning use?

About 2.2k tokens (SKILL.md is roughly 8.8k characters). Agents keep only the skill's name and description in context until a task matches; then they load SKILL.md in full.

What are the alternatives to Strategic Planning?

Skills that share tags, products or a category with Strategic Planning: Product Strategist (davila7/claude-code-templates, 33k stars), Strategy Document (jezweb/claude-skills, 1.1k stars), Space Chart HTML Plus (SpaceZephyr/design-buddy, 176 stars) and Partnerships Ecosystem (LeoYeAI/openclaw-master-skills, 2.2k stars). The comparison table on this page puts their stars, adoption, token cost, safety result and licence side by side.

Who maintains Strategic Planning?

w95 (a GitHub user) maintains it in w95/awesome-claude-corporate-skills, which has 244 GitHub stars. The repository holds 42 skills in this directory. The repository was last updated on February 26, 2026.

Source: w95/awesome-claude-corporate-skills on GitHub. Facts on this page come from the repository at the commit we read; the author's words are quoted as theirs.