Brainstorming Ideas Into Designs

Overview

Transform rough ideas into fully-formed designs through structured questioning and alternative exploration.

Core principle: Ask questions to understand, explore alternatives, present design incrementally for validation.

Announce at start: "I'm using the brainstorming skill to refine your idea into a design."

Quick Reference

The Process

Copy this checklist to track progress:

Brainstorming Progress:
- [ ] Phase 1: Understanding (purpose, constraints, criteria gathered)
- [ ] Phase 2: Exploration (2-3 approaches proposed and evaluated)
- [ ] Phase 3: Design Presentation (design validated in sections)

Phase 1: Understanding

• Check current project state in working directory
• Ask ONE question at a time to refine the idea
• Use AskUserQuestion tool when you have multiple choice options
• Gather: Purpose, constraints, success criteria

Example using AskUserQuestion:

Question: "Where should the authentication data be stored?"
Options:
  - "Session storage" (clears on tab close, more secure)
  - "Local storage" (persists across sessions, more convenient)
  - "Cookies" (works with SSR, compatible with older approach)

Phase 2: Exploration

• Propose 2-3 different approaches
• For each: Core architecture, trade-offs, complexity assessment
• Use AskUserQuestion tool to present approaches as structured choices
• Ask your human partner which approach resonates

Example using AskUserQuestion:

Question: "Which architectural approach should we use?"
Options:
  - "Event-driven with message queue" (scalable, complex setup, eventual consistency)
  - "Direct API calls with retry logic" (simple, synchronous, easier to debug)
  - "Hybrid with background jobs" (balanced, moderate complexity, best of both)

Phase 3: Design Presentation

• Present in 200-300 word sections
• Cover: Architecture, components, data flow, error handling, testing
• Ask after each section: "Does this look right so far?" (open-ended)
• Use open-ended questions here to allow freeform feedback

Next Steps

After brainstorming completes, consider:

• Document the design: Write to Docs/plans/YYYY-MM-DD-<topic>-design.md for permanent reference
• Plan implementation: Break down the design into actionable tasks
• Set up workspace: Create a git branch or worktree for isolated development

These steps are optional and can be done as separate activities when ready.

Question Patterns

When to Use AskUserQuestion Tool

Use AskUserQuestion for:

• Phase 1: Clarifying questions with 2-4 clear options
• Phase 2: Architectural approach selection (2-3 alternatives)
• Any decision with distinct, mutually exclusive choices
• When options have clear trade-offs to explain

Benefits:

• Structured presentation of options with descriptions
• Clear trade-off visibility for partner
• Forces explicit choice (prevents vague "maybe both" responses)

When to Use Open-Ended Questions

Use open-ended questions for:

• Phase 3: Design validation ("Does this look right so far?")
• When you need detailed feedback or explanation
• When partner should describe their own requirements
• When structured options would limit creative input

Example decision flow:

• "What authentication method?" → Use AskUserQuestion (2-4 options)
• "Does this design handle your use case?" → Open-ended (validation)

When to Revisit Earlier Phases

digraph revisit_phases {
    rankdir=LR;
    "New constraint revealed?" [shape=diamond];
    "Partner questions approach?" [shape=diamond];
    "Requirements unclear?" [shape=diamond];
    "Return to Phase 1" [shape=box, style=filled, fillcolor="#ffcccc"];
    "Return to Phase 2" [shape=box, style=filled, fillcolor="#ffffcc"];
    "Continue forward" [shape=box, style=filled, fillcolor="#ccffcc"];

    "New constraint revealed?" -> "Return to Phase 1" [label="yes"];
    "New constraint revealed?" -> "Partner questions approach?" [label="no"];
    "Partner questions approach?" -> "Return to Phase 2" [label="yes"];
    "Partner questions approach?" -> "Requirements unclear?" [label="no"];
    "Requirements unclear?" -> "Return to Phase 1" [label="yes"];
    "Requirements unclear?" -> "Continue forward" [label="no"];
}

You can and should go backward when:

• Partner reveals new constraint during Phase 2 or 3 → Return to Phase 1
• Validation shows fundamental gap in requirements → Return to Phase 1
• Partner questions approach during Phase 3 → Return to Phase 2
• Something doesn't make sense → Go back and clarify

Don't force forward linearly when going backward would give better results.

Key Principles