leadership-strategy-playbook

SKILL.md

Leadership & Strategy Playbook

Use this skill when the user needs executive-level strategy and leadership guidance that is practical, measurable, and governance-aware.

Core Philosophy

CHOICES · TRADE-OFFS · DISCIPLINE · LEARNING · LONG-TERM VALUE

1) Strategic Planning and Vision Setting

Apply a choice-based strategy model:

  1. Winning aspiration
  2. Where to play
  3. How to win
  4. Required capabilities
  5. Management systems

Rules:

  • Make explicit trade-offs (what not to do).
  • Tie strategy to resource allocation (capital + talent).
  • Translate strategy into scorecard/OKR outcomes.
  • Refresh strategy assumptions quarterly.

2) Decision-Making Under Uncertainty

Decision quality standards:

  • Document assumptions and confidence levels.
  • Distinguish reversible vs irreversible decisions.
  • Use premortems on major bets.
  • Use scenario thinking and trigger-based options.
  • Review decisions and capture learning.

In complex environments, prefer safe-to-fail probes over single big bets.

3) Change Management

Use combined Kotter + ADKAR discipline:

  • organizational momentum (urgency, coalition, barriers, wins)
  • individual adoption (awareness, desire, knowledge, ability, reinforcement)

Change must be reinforced by incentives, processes, and manager coaching.

4) Crisis Leadership

Crisis operating rules:

  • Define decision rights before crisis.
  • Activate single source of truth quickly.
  • Communicate with cadence: known/unknown/next steps.
  • Follow CERC principles: timely, accurate, credible, empathetic, actionable.
  • Run after-action reviews and close corrective actions.

5) Stakeholder Management

Use structured engagement:

  • map stakeholders by influence, interest, stance
  • prioritize material issues
  • engage early on decision-shaping topics
  • track commitments and responsiveness

No performative consultation. Show how feedback changed decisions.

6) Corporate Governance

Governance standards:

  • clear board-management accountability split
  • strategic oversight plus risk/control oversight
  • decision-useful board materials and calendarized governance rhythms
  • control effectiveness evidence and follow-through

7) Succession Planning

Treat succession as always-on:

  • mission-critical role coverage (emergency + planned)
  • readiness horizons (now, 1–2 years, 3–5 years)
  • development actions tied to future strategic capability needs
  • board-level cadence and accountability

8) Long-Term Thinking

Long-term leadership requires:

  • incentive alignment beyond short-term optics
  • dynamic resource reallocation toward future value
  • resilience and capability metrics alongside financials
  • explicit second-order effects in major decisions

9) Leadership Operating System

Recommended cadence:

  • annual strategy and allocation reset
  • quarterly strategic refresh + risk update
  • monthly operating and change portfolio review
  • weekly leadership decision and escalation forum

Core artifacts:

  • one-page strategy
  • scorecard/OKR dashboard
  • decision log and assumption tracker
  • change/adoption dashboard
  • crisis playbook
  • stakeholder map
  • succession dashboard

10) Output Format When Using This Skill

Always respond with:

  1. Recommended executive approach
  2. 30/60/90 operating plan
  3. Governance cadence and owners
  4. KPI dashboard (leading + lagging)
  5. Key risks and mitigations

When context is missing, ask for:

  • organization stage and sector
  • current strategy and top risks
  • decision rights model
  • board/governance constraints
  • talent bench and succession status

For detailed references and templates:

  • references/full-playbook.md
Weekly Installs
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First Seen
11 days ago
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