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DOCUMENTATION AND KNOWLEDGE / Addy Osmani

Documentation and ADRs

Records an architecture decision with a status, instead of leaving the reason in chat.

“Records decisions and documentation. Use when you need to document an architecture decision (ADR) or the reasoning behind a design choice, when changing public APIs, shipping features, or when you need to record context that future engineers and agents will need to understand the codebase.”

01 / THE REASONING

Why this made the selection.

  • Before creating an ADR it asks the agent to find and match the repository's existing convention (location, numbering, headings) and to surface conflicting conventions.
  • Its ADR template records alternatives considered and why each was rejected, and old ADRs are superseded rather than deleted.

02 / THE REVIEW RECORD

What we actually inspected.

Source review has boundaries.
A clear record is more useful than a “safe” badge.

Material inspected

  • skills/documentation-and-adrs/SKILL.md at 7d65f5e7 (changed since 1401c8b8: a Prose Review section and one verification item added)
  • README.md Quick Start and per-skill install note
  • LICENSE (MIT)
  • README.md (installation command audit at the existing pin)

Our findings

  • A Prose Review section added at this revision has three steps: mark details that must survive (names, numbers, commands, caveats), cut stock phrasing without inventing examples or stronger guarantees, then compare with the original and restore lost qualifiers.
  • Inline comments are for why, not what, and its Document Known Gotchas example puts a non-obvious failure, with a pointer to the ADR, in the function's doc comment.
  • The file links no shared references/ checklist, so a per-skill install carries everything it uses.

Not established by this review

  • The skill was not executed inside a host agent.
  • Not executed: it was not installed or run.

The review applies to the material and revision named here. A newer upstream release can change its behavior.

03 / PUT IT TO WORK

Add a skill to your workflow.

Upstream setup instructions ↗

DOCUMENTED COMMAND

npx skills add addyosmani/agent-skills --skill documentation-and-adrs

Run in your terminal to choose your AI tools, project or global scope, and installation method. This short command follows the current upstream version; the review covers the revision shown above.

  1. Install the named skill, or the whole repository if you need shared references.
  2. Match the repository's existing ADR convention if it has one.
  3. For manual installation instead, download the complete bundle from https://undominated.ai/resources/skills/addyosmani-documentation-and-adrs/bundle.zip and extract it into a new directory. It holds SKILL.md unchanged at revision 7d65f5e7, the upstream licence and an attribution file.
  4. Place the extracted directory in your host's documented skills directory, named documentation-and-adrs. Keep SKILL.md and the licence together.

Before you start

  • The decision and the alternatives that were actually considered

THE COMPLETE REVIEWED DEFINITION

Read it before you reuse it.

Original source bytes, with attribution.
Review the host-specific setup notes above.

---
name: documentation-and-adrs
description: Records decisions and documentation. Use when you need to document an architecture decision (ADR) or the reasoning behind a design choice, when changing public APIs, shipping features, or when you need to record context that future engineers and agents will need to understand the codebase.
---

# Documentation and ADRs

## Overview

Document decisions, not just code. The most valuable documentation captures the *why* — the context, constraints, and trade-offs that led to a decision. Code shows *what* was built; documentation explains *why it was built this way* and *what alternatives were considered*. This context is essential for future humans and agents working in the codebase.

## When to Use

- Making a significant architectural decision
- Choosing between competing approaches
- Adding or changing a public API
- Shipping a feature that changes user-facing behavior
- Onboarding new team members (or agents) to the project
- When you find yourself explaining the same thing repeatedly

**When NOT to use:** Don't document obvious code. Don't add comments that restate what the code already says. Don't write docs for throwaway prototypes.

## Architecture Decision Records (ADRs)

ADRs capture the reasoning behind significant technical decisions. They're the highest-value documentation you can write.

### When to Write an ADR

- Choosing a framework, library, or major dependency
- Designing a data model or database schema
- Selecting an authentication strategy
- Deciding on an API architecture (REST vs. GraphQL vs. tRPC)
- Choosing between build tools, hosting platforms, or infrastructure
- Any decision that would be expensive to reverse

### Match the existing convention first

Before creating an ADR, inspect the available repository context for an established convention — existing ADRs, project instructions, and ADR-related configuration or tooling (e.g. an `.adr-dir` file). An established convention overrides the defaults below. Match:

- **Location and format** — e.g. `docs/adr/*.md`, `Documentation/Decisions/*.rst`, a MADR layout, or an `adr-tools` setup. Match the existing directory, file extension, and markup (Markdown vs reStructuredText).
- **Numbering and naming** — continue the existing sequence and filename pattern (`ADR-004-Title.rst`, `0004-title.md`, …); don't restart at 001 or introduce a second scheme.
- **Section headings** — reuse the project's heading set rather than imposing this template's.

If the available evidence conflicts, surface the conflict rather than silently introducing another scheme. Only when no convention can be established do you apply the default below.

### ADR Template

Store ADRs in `docs/decisions/` with sequential numbering (unless the project already uses another location — see above):

```markdown
# ADR-001: Use PostgreSQL for primary database

## Status
Proposed | Accepted | Superseded by ADR-XXX | Deprecated

## Date
2025-01-15

## Context
We need a primary database for the task management application. Key requirements:
- Relational data model (users, tasks, teams with relationships)
- ACID transactions for task state changes
- Support for full-text search on task content
- Managed hosting available (for small team, limited ops capacity)

## Decision
Use PostgreSQL with Prisma ORM.

## Alternatives Considered

### MongoDB
- Pros: Flexible schema, easy to start with
- Cons: Our data is inherently relational; would need to manage relationships manually
- Rejected: Relational data in a document store leads to complex joins or data duplication

### SQLite
- Pros: Zero configuration, embedded, fast for reads
- Cons: Limited concurrent write support, no managed hosting for production
- Rejected: Not suitable for multi-user web application in production

### MySQL
- Pros: Mature, widely supported
- Cons: PostgreSQL has better JSON support, full-text search, and ecosystem tooling
- Rejected: PostgreSQL is the better fit for our feature requirements

## Consequences
- Prisma provides type-safe database access and migration management
- We can use PostgreSQL's full-text search instead of adding Elasticsearch
- Team needs PostgreSQL knowledge (standard skill, low risk)
- Hosting on managed service (Supabase, Neon, or RDS)
```

### ADR Lifecycle

```
PROPOSED → ACCEPTED → (SUPERSEDED or DEPRECATED)
```

- **Don't delete old ADRs.** They capture historical context.
- When a decision changes, write a new ADR that references and supersedes the old one.

## Inline Documentation

### When to Comment

Comment the *why*, not the *what*:

```typescript
// BAD: Restates the code
// Increment counter by 1
counter += 1;

// GOOD: Explains non-obvious intent
// Rate limit uses a sliding window — reset counter at window boundary,
// not on a fixed schedule, to prevent burst attacks at window edges
if (now - windowStart > WINDOW_SIZE_MS) {
  counter = 0;
  windowStart = now;
}
```

### When NOT to Comment

```typescript
// Don't comment self-explanatory code
function calculateTotal(items: CartItem[]): number {
  return items.reduce((sum, item) => sum + item.price * item.quantity, 0);
}

// Don't leave TODO comments for things you should just do now
// TODO: add error handling  ← Just add it

// Don't leave commented-out code
// const oldImplementation = () => { ... }  ← Delete it, git has history
```

### Document Known Gotchas

```typescript
/**
 * IMPORTANT: This function must be called before the first render.
 * If called after hydration, it causes a flash of unstyled content
 * because the theme context isn't available during SSR.
 *
 * See ADR-003 for the full design rationale.
 */
export function initializeTheme(theme: Theme): void {
  // ...
}
```

## API Documentation

For public APIs (REST, GraphQL, library interfaces):

### Inline with Types (Preferred for TypeScript)

```typescript
/**
 * Creates a new task.
 *
 * @param input - Task creation data (title required, description optional)
 * @returns The created task with server-generated ID and timestamps
 * @throws {ValidationError} If title is empty or exceeds 200 characters
 * @throws {AuthenticationError} If the user is not authenticated
 *
 * @example
 * const task = await createTask({ title: 'Buy groceries' });
 * console.log(task.id); // "task_abc123"
 */
export async function createTask(input: CreateTaskInput): Promise<Task> {
  // ...
}
```

### OpenAPI / Swagger for REST APIs

```yaml
paths:
  /api/tasks:
    post:
      summary: Create a task
      requestBody:
        required: true
        content:
          application/json:
            schema:
              $ref: '#/components/schemas/CreateTaskInput'
      responses:
        '201':
          description: Task created
          content:
            application/json:
              schema:
                $ref: '#/components/schemas/Task'
        '422':
          description: Validation error
```

## README Structure

Every project should have a README that covers:

```markdown
# Project Name

One-paragraph description of what this project does.

## Quick Start
1. Clone the repo
2. Install dependencies: `npm install`
3. Set up environment: `cp .env.example .env`
4. Run the dev server: `npm run dev`

## Commands
| Command | Description |
|---------|-------------|
| `npm run dev` | Start development server |
| `npm test` | Run tests |
| `npm run build` | Production build |
| `npm run lint` | Run linter |

## Architecture
Brief overview of the project structure and key design decisions.
Link to ADRs for details.

## Contributing
How to contribute, coding standards, PR process.
```

## Changelog Maintenance

For shipped features:

```markdown
# Changelog

## [1.2.0] - 2025-01-20
### Added
- Task sharing: users can share tasks with team members (#123)
- Email notifications for task assignments (#124)

### Fixed
- Duplicate tasks appearing when rapidly clicking create button (#125)

### Changed
- Task list now loads 50 items per page (was 20) for better UX (#126)
```

## Documentation for Agents

Special consideration for AI agent context:

- **CLAUDE.md / rules files** — Document project conventions so agents follow them
- **Spec files** — Keep specs updated so agents build the right thing
- **ADRs** — Help agents understand why past decisions were made (prevents re-deciding)
- **Inline gotchas** — Prevent agents from falling into known traps

## Prose Review

After checking the technical content, review the prose for the people who will use it. Clearer wording must not change the decision or its limits.

1. Mark the details that must survive the edit: names, numbers and units, commands, paths, links, conditions, trade-offs, and uncertainty. Check them against the available code and decision context; flag anything you cannot substantiate.
2. Replace stock introductions, promotional adjectives, and repeated summaries with the concrete information the reader needs. Do not replace an unsupported claim with an invented example or a stronger guarantee. Keep necessary technical repetition and the project's established terminology.
3. Compare the edited document with the original and its sources. Restore any lost qualifier or caveat, verify command and code examples still work as documented, and explain any unresolved factual question rather than polishing it away.

## Common Rationalizations

| Rationalization | Reality |
|---|---|
| "The code is self-documenting" | Code shows what. It doesn't show why, what alternatives were rejected, or what constraints apply. |
| "We'll write docs when the API stabilizes" | APIs stabilize faster when you document them. The doc is the first test of the design. |
| "Nobody reads docs" | Agents do. Future engineers do. Your 3-months-later self does. |
| "ADRs are overhead" | A 10-minute ADR prevents a 2-hour debate about the same decision six months later. |
| "Comments get outdated" | Comments on *why* are stable. Comments on *what* get outdated — that's why you only write the former. |

## Red Flags

- Architectural decisions with no written rationale
- Public APIs with no documentation or types
- README that doesn't explain how to run the project
- Commented-out code instead of deletion
- TODO comments that have been there for weeks
- No ADRs in a project with significant architectural choices
- Documentation that restates the code instead of explaining intent

## Verification

After documenting:

- [ ] ADRs exist for all significant architectural decisions
- [ ] README covers quick start, commands, and architecture overview
- [ ] API functions have parameter and return type documentation
- [ ] Known gotchas are documented inline where they matter
- [ ] No commented-out code remains
- [ ] Rules files (CLAUDE.md etc.) are current and accurate
- [ ] Prose edits preserve source details, decision trade-offs, and qualifiers without adding unsupported guarantees

The download contains SKILL.md. Keep its filename when placing it in the agent directory described above.

By Addy Osmani. Exact upstream source ↗ · Licence · Attribution

SHA-256 b60d503925bbaacee7fd63935db70b9ced5b2514ff5a56a672130e01b9690bc5

Read the applicable licence
MIT License

Copyright (c) 2025 Addy Osmani

Permission is hereby granted, free of charge, to any person obtaining a copy
of this software and associated documentation files (the "Software"), to deal
in the Software without restriction, including without limitation the rights
to use, copy, modify, merge, publish, distribute, sublicense, and/or sell
copies of the Software, and to permit persons to whom the Software is
furnished to do so, subject to the following conditions:

The above copyright notice and this permission notice shall be included in all
copies or substantial portions of the Software.

THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND, EXPRESS OR
IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF MERCHANTABILITY,
FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT. IN NO EVENT SHALL THE
AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY CLAIM, DAMAGES OR OTHER
LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE, ARISING FROM,
OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS IN THE
SOFTWARE.

04 / FOLLOW THE EVIDENCE

The source trail.

Our notes are separate from the original resource.
Check upstream before adopting a new version.

  1. Skill definition ↗Checked

    https://github.com/addyosmani/agent-skills/blob/7d65f5e781e819895d0603912290edca6d2cf2f7/skills/documentation-and-adrs/SKILL.md

    Supports: Workflow and stated scope

  2. Repository licence ↗Checked

    https://github.com/addyosmani/agent-skills/blob/7d65f5e781e819895d0603912290edca6d2cf2f7/LICENSE

    Supports: Redistribution terms

  3. https://github.com/addyosmani/agent-skills/blob/7d65f5e781e819895d0603912290edca6d2cf2f7/README.md

    Supports: install, limitations

  4. https://raw.githubusercontent.com/addyosmani/agent-skills/7d65f5e781e819895d0603912290edca6d2cf2f7/skills/documentation-and-adrs/SKILL.md

    Supports: bestFor, review

  5. https://raw.githubusercontent.com/addyosmani/agent-skills/7d65f5e781e819895d0603912290edca6d2cf2f7/README.md

    Supports: review

Evidence & Ask