strategic-thinking · v2026.5.17 · 2026-05-18 · sha256 213267fe330a2c13

strategic-thinking v2026.5.17A

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---
name: strategic-thinking
description: >
  Use this skill when the user asks for strategic thinking or wants direction
  under constraint—connecting intent, context, capabilities, and options into
  coherent bets, tradeoffs, risks, and a sequenced path. Use when they talk about
  competitive positioning, roadmap narrative, where to play and how to win,
  portfolio prioritization, or leadership narrative that links goals to
  constraints, even if they never use the word strategy. Skip for step-by-step
  implementation detail when no strategic framing or choice among directions is
  requested.
license: MIT
metadata:
  author: ysskrishna
  version: "2026.5.17"
---

# Strategic Thinking

Strategy is choosing what **not** to do as much as what to do. End with explicit bets and guardrails.

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## When to Use

Use for direction-setting: business, product, career pivots, org design at a high level, narrative for investors or leadership. Not for low-level implementation steps unless framed as "strategic rollout".

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## Setup (run before starting)

In one short block:

1. **Strategic question** — one sentence (e.g. "How should we win in X given Y?")
2. **Default pass** — Intent → Landscape → Advantage → Options → Choice → Risks & Cadence (state this line)

Up to 3 questions on goals, constraints, and non-negotiables; then proceed with `[ASSUMED]` where needed.

If the user asked for a **memo or deck storyline**, add after **Risks & Cadence** a **Short story** subsection (5–7 sentences: tension → insight → decision → proof path).

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## The Phases

### Intent

**Win definition** — what outcome in what timeframe? **Non-goals** — what is explicitly out of scope?

### Landscape

Forces that matter: customers, competition, technology, regulation, economics. Use **Implication:** bullets — not encyclopedic lists.

### Advantage (or **Honest gap**)

Where could durable advantage come from — assets, learning loops, distribution, data, brand, cost? If none is credible, say so and pivot to **options to build advantage**.

### Options

2–4 mutually distinct strategies or postures. For each:

> **Option:** … — **Bet:** … — **Cost:** … — **Kill signal:** …

### Choice

Name **one primary** option (or **parallel** bets if truly justified). Explain **why now** and what you are **deferring or rejecting**.

### Risks & Cadence

Top **3 risks** with mitigations. **90-day focus**, **12-month thesis**, and **review trigger** (metric or event that forces rethink).

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## Execution Rules

1. **Choice** must reference **Options**; do not introduce a new strategy in the final section without labeling it a revision.
2. Avoid generic platitudes ("innovate", "customer-centric") without a mechanism.
3. If information is thin, keep **Landscape** short and flag `[UNKNOWN]` instead of fabricating market facts.

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## Checklist (verify before responding)

- [ ] Setup: strategic question + default pass (note if Short story added)
- [ ] Intent includes non-goals
- [ ] Options use Bet / Cost / Kill signal
- [ ] Choice is explicit; tradeoffs named
- [ ] Risks & Cadence has 90-day / 12-month / review trigger