Outlining Books
Creates structured outlines with theme statements and chapter plans for non-fiction professional development content.
When to use this skill
- •User wants to write a book or long article
- •User asks to "create an outline" or "plan a book"
- •User mentions topics like leadership, career development, expertise, or thought leadership
- •User has ideas but needs structure
What this skill does
- •Identifies the book's core theme
- •Defines target audience and transformation goal
- •Creates chapter structure with clear purposes
- •Maps how each chapter serves the theme
- •Outputs
outline.mdfile - •Git commits the outline
Required information
Ask user for:
- •Genre: Leadership, how-to, career, thought leadership, or other
- •Topic: What is this about?
- •Audience: Who is this for? (Be specific: "first-time managers" not "managers")
- •Transformation: What will readers know/do/believe after reading?
- •Length: Target word count or page count
Process
Step 1: Extract theme
Create one sentence capturing the book's purpose.
Good themes are:
- •Specific: "Leaders must build trust through radical transparency" > "Leadership is important"
- •Testable: Can you check each chapter against it?
- •Audience-aware: Resonates with target readers
Bad themes:
- •Too generic: "How to be successful"
- •Too narrow: "The 7-step process for X" (that's a chapter, not a theme)
- •Vague: "Insights on leadership"
Step 2: Propose chapter structure
Based on genre and typical patterns:
Leadership/management books → Framework-driven (5-8 chapters)
- •Establish problem → Framework components → Application → Transformation
How-to books → Process-driven (6-10 chapters)
- •Foundation → Steps in sequence → Advanced techniques → Troubleshooting
Career books → Journey-driven (7-10 chapters)
- •Where you are → Challenges → Skills/mindsets → Actions → Future state
Thought leadership → Argument-driven (5-7 chapters)
- •Current state → Why change needed → New model → Evidence → Implications → Call to action
Calculate target word count per chapter: total_length / number_of_chapters
Step 3: Create outline.md
# [Book Title] ## Theme Statement [One sentence capturing core purpose] ## Target Audience & Transformation - **Audience**: [specific description] - **Transformation**: [what readers gain] - **Total Target Length**: [word count] ## Chapter Structure ### Chapter 1: [Title] - **Purpose**: [How this serves the theme - one sentence] - **Key Points**: - [Point 1] - [Point 2] - [Point 3] - **Target Word Count**: [~X words] - **Status**: not started - **Theme Alignment**: [How this connects to theme] [Repeat for all chapters] ## Chapter Alignment Map - Chapter 1 → establishes [concept] - Chapter 2 → builds by [action] - Chapter 3 → deepens with [insight] [etc.] ## Metadata - **Genre**: [as specified] - **Created**: [date]
Step 4: Review with user
Present outline and ask:
- •Does the theme feel right?
- •Do the chapters make sense?
- •Is anything missing or out of order?
Iterate until user approves.
Step 5: Git commit
git add outline.md git commit -m "Initial outline: [Book Title]"
Examples
Example 1: Leadership book
User input: "I want to write a book about building high-trust teams for mid-level managers."
Response: "Let me create an outline for you. First, a few quick questions:
- •Target length? (thinking 40,000-50,000 words for a leadership book)
- •What should managers be able to do after reading this?
- •Any specific frameworks or experiences you want to include?"
[After gathering info, create outline with 7 chapters focused on trust-building]
Example 2: How-to book
User input: "Create an outline for a book teaching developers how to write technical documentation."
Response: "Great topic. Before I outline this:
- •What level of developer? (Junior, mid-level, senior?)
- •What's the main transformation? (From 'avoiding docs' to 'writing clear docs'?)
- •Target length?
- •Any specific documentation types to cover (API docs, README files, etc.)?"
Voice profile (optional)
If user provides sample writing, create voice-profile.md:
# Voice Profile Analyzed: [description of sample] ## Sentence Structure - Length: [short/medium/long/mixed] - Complexity: [simple/compound/complex/varied] ## Tone - Formality: [conversational/professional/academic] - Perspective: [first/second/third person] ## Techniques - Examples: [frequent/occasional/rare] - Metaphors: [frequent/occasional/rare] - Data: [data-driven/balanced/story-driven] - Personal stories: [frequent/occasional/rare] ## Technical - Jargon: [heavy/balanced/plain language] - Depth: [deep/balanced/accessible]
Then git commit:
git add voice-profile.md git commit -m "Add voice profile"
Edge cases
User doesn't specify genre: Ask explicitly: "Is this leadership, how-to, career, or thought leadership?"
Theme doesn't emerge clearly: Ask: "What's the one thing readers should take away? If they remember nothing else, what matters most?"
Too many chapters: Suggest combining. Over 12 chapters usually means some should merge.
Too few chapters: Under 4 chapters means either too short (make it an article) or chapters need splitting.
Files created
- •
outline.md- The master outline - •
voice-profile.md- Optional, if sample provided
Next steps
After outline is approved, use the draft-chapter skill to begin writing.