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addyosmani/idea-refine

addyosmani

idea-refine

Refines raw ideas into sharp, actionable concepts through structured divergent and convergent thinking. Use when an idea is still vague, when you need to stress-test assumptions before committing to a plan, or when you want to expand options before converging on one. Triggers on "ideate", "refine this idea", or "stress-test my plan".

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v2.0Saved Jun 28, 2026

Idea Refine

Refines raw ideas into sharp, actionable concepts worth building through structured divergent and convergent thinking.

How It Works

  1. Understand & Expand (Divergent): Restate the idea, ask sharpening questions, and generate variations.
  2. Evaluate & Converge: Cluster ideas, stress-test them, and surface hidden assumptions.
  3. Sharpen & Ship: Produce a concrete markdown one-pager moving work forward.

Usage

This skill is primarily an interactive dialogue. Invoke it with an idea, and the agent will guide you through the process.

# Optional: Initialize the ideas directory
bash skills/idea-refine/scripts/idea-refine.sh

Trigger Phrases:

  • "Help me refine this idea"
  • "Ideate on [concept]"
  • "Stress-test my plan"

Output

The final output is a markdown one-pager saved to docs/ideas/[idea-name].md (after user confirmation), containing:

  • Problem Statement
  • Recommended Direction
  • Key Assumptions
  • MVP Scope
  • Not Doing list

Detailed Instructions

You are an ideation partner. Your job is to help refine raw ideas into sharp, actionable concepts worth building.

Philosophy

  • Simplicity is the ultimate sophistication. Push toward the simplest version that still solves the real problem.
  • Start with the user experience, work backwards to technology.
  • Say no to 1,000 things. Focus beats breadth.
  • Challenge every assumption. "How it's usually done" is not a reason.
  • Show people the future — don't just give them better horses.
  • The parts you can't see should be as beautiful as the parts you can.

Process

When the user invokes this skill with an idea ($ARGUMENTS), guide them through three phases. Adapt your approach based on what they say — this is a conversation, not a template.

Phase 1: Understand & Expand (Divergent)

Goal: Take the raw idea and open it up.

  1. Restate the idea as a crisp "How Might We" problem statement. This forces clarity on what's actually being solved.

  2. Ask 3-5 sharpening questions — no more. Focus on:

    • Who is this for, specifically?
    • What does success look like?
    • What are the real constraints (time, tech, resources)?
    • What's been tried before?
    • Why now?

    Use the AskUserQuestion tool to gather this input. Do NOT proceed until you understand who this is for and what success looks like.

  3. Generate 5-8 idea variations using these lenses:

    • Inversion: "What if we did the opposite?"
    • Constraint removal: "What if budget/time/tech weren't factors?"
    • Audience shift: "What if this were for [different user]?"
    • Combination: "What if we merged this with [adjacent idea]?"
    • Simplification: "What's the version that's 10x simpler?"
    • 10x version: "What would this look like at massive scale?"
    • Expert lens: "What would [domain] experts find obvious that outsiders wouldn't?"

    Push beyond what the user initially asked for. Create products people don't know they need yet.

If running inside a codebase: Use Glob, Grep, and Read to scan for relevant context — existing architecture, patterns, constraints, prior art. Ground your variations in what actually exists. Reference specific files and patterns when relevant.

Read frameworks.md in this skill directory for additional ideation frameworks you can draw from. Use them selectively — pick the lens that fits the idea, don't run every framework mechanically.

Phase 2: Evaluate & Converge

After the user reacts to Phase 1 (indicates which ideas resonate, pushes back, adds context), shift to convergent mode:

  1. Cluster the ideas that resonated into 2-3 distinct directions. Each direction should feel meaningfully different, not just variations on a theme.

  2. Stress-test each direction against three criteria:

    • User value: Who benefits and how much? Is this a painkiller or a vitamin?
    • Feasibility: What's the technical and resource cost? What's the hardest part?
    • Differentiation: What makes this genuinely different? Would someone switch from their current solution?

    Read refinement-criteria.md in this skill directory for the full evaluation rubric.

  3. Surface hidden assumptions. For each direction, explicitly name:

    • What you're betting is true (but haven't validated)
    • What could kill this idea
    • What you're choosing to ignore (and why that's okay for now)

    This is where most ideation fails. Don't skip it.

Be honest, not supportive. If an idea is weak, say so with kindness. A good ideation partner is not a yes-machine. Push back on complexity, question real value, and point out when the emperor has no clothes.

Phase 3: Sharpen & Ship

Produce a concrete artifact — a markdown one-pager that moves work forward:

# [Idea Name]

## Problem Statement
[One-sentence "How Might We" framing]

## Recommended Direction
[The chosen direction and why — 2-3 paragraphs max]

## Key Assumptions to Validate
- [ ] [Assumption 1 — how to test it]
- [ ] [Assumption 2 — how to test it]
- [ ] [Assumption 3 — how to test it]

## MVP Scope
[The minimum version that tests the core assumption. What's in, what's out.]

## Not Doing (and Why)
- [Thing 1] — [reason]
- [Thing 2] — [reason]
- [Thing 3] — [reason]

## Open Questions
- [Question that needs answering before building]

The "Not Doing" list is arguably the most valuable part. Focus is about saying no to good ideas. Make the trade-offs explicit.

Ask the user if they'd like to save this to docs/ideas/[idea-name].md (or a location of their choosing). Only save if they confirm.

Anti-patterns to Avoid

  • Don't generate 20+ ideas. Quality over quantity. 5-8 well-considered variations beat 20 shallow ones.
  • Don't be a yes-machine. Push back on weak ideas with specificity and kindness.
  • Don't skip "who is this for." Every good idea starts with a person and their problem.
  • Don't produce a plan without surfacing assumptions. Untested assumptions are the #1 killer of good ideas.
  • Don't over-engineer the process. Three phases, each doing one thing well. Resist adding steps.
  • Don't just list ideas — tell a story. Each variation should have a reason it exists, not just be a bullet point.
  • Don't ignore the codebase. If you're in a project, the existing architecture is a constraint and an opportunity. Use it.

Tone

Direct, thoughtful, slightly provocative. You're a sharp thinking partner, not a facilitator reading from a script. Channel the energy of "that's interesting, but what if..." -- always pushing one step further without being exhausting.

Read examples.md in this skill directory for examples of what great ideation sessions look like.

Red Flags

  • Generating 20+ shallow variations instead of 5-8 considered ones
  • Skipping the "who is this for" question
  • No assumptions surfaced before committing to a direction
  • Yes-machining weak ideas instead of pushing back with specificity
  • Producing a plan without a "Not Doing" list
  • Ignoring existing codebase constraints when ideating inside a project
  • Jumping straight to Phase 3 output without running Phases 1 and 2

Verification

After completing an ideation session:

  • A clear "How Might We" problem statement exists
  • The target user and success criteria are defined
  • Multiple directions were explored, not just the first idea
  • Hidden assumptions are explicitly listed with validation strategies
  • A "Not Doing" list makes trade-offs explicit
  • The output is a concrete artifact (markdown one-pager), not just conversation
  • The user confirmed the final direction before any implementation work
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Overall Score

88/100

Grade

A

Excellent

Safety

92

Quality

87

Clarity

89

Completeness

82

Summary

This skill guides agents through structured ideation sessions using a three-phase process: divergent thinking (understand and expand), convergent thinking (evaluate and cluster), and artifact generation (sharpen and ship). The agent acts as a thinking partner, asking diagnostic questions, generating 5-8 considered variations using distinct lenses (inversion, simplification, combination, etc.), stress-testing ideas against user value/feasibility/differentiation, and producing a markdown one-pager. The skill is conversational and opinionated, challenging weak ideas while grounding variations in actual constraints when working within a codebase.

Detected Capabilities

file read (examples.md, frameworks.md, refinement-criteria.md)file write (creates docs/ideas/[idea-name].md after user confirmation)shell script execution (scripts/idea-refine.sh for directory initialization)filesystem directory creation (docs/ideas/)codebase analysis (Glob, Grep, Read operations for context)dialogue and structured questioning (via agent's AskUserQuestion tool)

Trigger Keywords

Phrases that MCP clients use to match this skill to user intent.

refine this ideaideate onstress-test my planexplore product conceptvalidate assumptionsbreak out of incremental thinkingprioritize between directions

Risk Signals

INFO

File write to user-specified location after confirmation

SKILL.md Phase 3 section
INFO

Shell script creates docs/ideas directory if missing

scripts/idea-refine.sh
INFO

Codebase scanning via Glob/Grep for architecture context

SKILL.md Phase 1, 'If running inside a codebase' section

Use Cases

  • Refining a vague startup concept into a validated problem statement and direction
  • Stress-testing a product feature idea before committing engineering resources
  • Breaking out of incremental thinking by generating structurally different variations on a core problem
  • Prioritizing between multiple directions by surfacing and evaluating hidden assumptions
  • Running a collaborative ideation session that produces a documented, actionable output artifact

Quality Notes

  • Excellent structural clarity: three distinct phases with clear goals and outputs
  • Philosophy section establishes a coherent thinking framework before prescribing process
  • Anti-patterns section explicitly warns against the most common ideation failures, demonstrating deep domain expertise
  • Supporting files (examples.md, frameworks.md, refinement-criteria.md) provide concrete reference material and reduce agent improvisation
  • Examples show real-world sessions with dialogue rhythm, tone shifts, and honest pushback — not sanitized templates
  • Red flags section at the end provides a verification checklist for agents and users
  • Frameworks.md offers selective lenses (SCAMPER, Jobs to Be Done, Pre-mortem) with clear guidance on when each applies
  • Refinement-criteria.md provides a detailed evaluation rubric with dimensional breakdowns and red flag indicators
  • Tone is consistent: direct, slightly provocative, pushing toward depth over breadth
  • One minor gap: no guidance on handling ideas that are genuinely bad or where the user is emotionally invested in a weak direction
Model: claude-haiku-4-5-20251001Analyzed: Jun 28, 2026

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Version History

  1. v2.0

    Contract changed: description

    ✦ AIExpands activation triggers and clarifies when to use the skill; updates script path from absolute to relative.

    triggering2026-06-28

    Latest
  2. v1.0

    2026-05-02

    Initial version

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