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+# TODO: Documentation System
+
+**Branch:** `v20260207-02-wiki-documentation`
+**Date:** 2026-02-07
+**Status:** Planning phase
+
+---
+
+## 🎯 Goal
+
+Add a static documentation system to BackupChecks for user onboarding and reference. A comprehensive guide explaining how the application works, accessible only to logged-in users.
+
+---
+
+## ✅ Requirements Summary
+
+- **Format:** HTML templates (for full CSS control)
+- **Structure:** Multiple pages with navigation menu
+- **Menu Item:** "Documentation" with 📖 icon
+- **Access:** Logged-in users only
+- **Content:** Basic + Advanced topics (all features)
+- **Language:** English only (app is not translated to Dutch)
+- **Screenshots:** Yes, embedded in pages
+- **Maintenance:** Static content updated via git (no in-app editing)
+
+---
+
+## 📋 Documentation Structure
+
+### Navigation Menu (Left Sidebar)
+
+```
+Documentation 📖
+├─ 🏠 Getting Started
+│  ├─ What is BackupChecks?
+│  ├─ First Login & Dashboard
+│  └─ Quick Start Checklist
+│
+├─ 👥 User Management
+│  ├─ Users & Roles
+│  ├─ Login & Authentication
+│  └─ Profile Settings
+│
+├─ 💼 Customers & Jobs
+│  ├─ Managing Customers
+│  ├─ Configuring Jobs
+│  ├─ Approved Jobs
+│  └─ Job Schedules
+│
+├─ 📧 Mail & Import
+│  ├─ Mail Import Setup
+│  ├─ Inbox Management
+│  ├─ Mail Parsing
+│  └─ Auto-Import Configuration
+│
+├─ ✅ Backup Review
+│  ├─ Approving Backups
+│  ├─ Daily Jobs View
+│  ├─ Run Checks Modal
+│  ├─ Overrides & Exceptions
+│  └─ Remarks & Tickets
+│
+├─ 📊 Reports
+│  ├─ Creating Reports
+│  ├─ Relative Periods
+│  ├─ Report Scheduling
+│  └─ Exporting Data
+│
+├─ 🎫 Autotask Integration
+│  ├─ Setup & Configuration
+│  ├─ Company Mapping
+│  ├─ Creating Tickets
+│  └─ Ticket Management
+│
+├─ ⚙️ Settings
+│  ├─ General Settings
+│  ├─ Mail Configuration
+│  ├─ Autotask Integration
+│  ├─ Reporting Settings
+│  ├─ User Management
+│  └─ Maintenance
+│
+└─ ❓ Troubleshooting
+   ├─ Common Issues
+   ├─ FAQ
+   └─ Support Contact
+```
+
+---
+
+## 🎨 UI Design
+
+### Layout Structure
+
+```
+┌─────────────────────────────────────────────────────┐
+│ Navbar (standard app navbar)                        │
+├──────────────┬──────────────────────────────────────┤
+│              │                                       │
+│  Navigation  │  Content Area                        │
+│  Sidebar     │                                       │
+│  (250px)     │  ┌─ Breadcrumb ───────────────────┐  │
+│              │  │ Documentation > Getting Started │  │
+│  📖 Docs     │  └─────────────────────────────────┘  │
+│              │                                       │
+│  🏠 Getting  │  <h1>What is BackupChecks?</h1>     │
+│     Started  │                                       │
+│   • What is  │  <p>BackupChecks is a...</p>         │
+│   • First    │                                       │
+│   • Quick    │  <img src="..." />                   │
+│              │                                       │
+│  👥 Users    │  <h2>Key Features</h2>               │
+│   • Users &  │  <ul>...                             │
+│   • Login    │                                       │
+│              │  ┌─ Next/Previous ──────────────┐    │
+│  💼 Customer │  │ ← Previous  |  Next →        │    │
+│   • Managing │  └───────────────────────────────┘    │
+│   • Config   │                                       │
+│              │                                       │
+│  ...         │                                       │
+│              │                                       │
+│              │                                       │
+│              │                                       │
+└──────────────┴──────────────────────────────────────┘
+```
+
+### Navigation Sidebar (Fixed)
+- Fixed position (scrolls with page)
+- Collapsible sections (categories)
+- Active page highlighted
+- Icons per section
+- Responsive: collapse to hamburger on mobile
+
+### Content Area
+- Max-width for readability (800-900px)
+- Breadcrumb navigation
+- H1/H2/H3 hierarchy
+- Code blocks with syntax highlighting
+- Screenshots with captions
+- Tables for settings/options
+- Info/warning/tip callout boxes
+- Next/Previous navigation at bottom
+
+---
+
+## 📂 File Structure
+
+```
+containers/backupchecks/src/
+├── backend/app/main/
+│   └── routes_documentation.py          # NEW: Documentation routes
+│
+├── templates/
+│   ├── documentation/
+│   │   ├── base.html                    # Base layout with sidebar
+│   │   ├── _navigation.html             # Sidebar navigation menu
+│   │   ├── getting-started/
+│   │   │   ├── what-is-backupchecks.html
+│   │   │   ├── first-login.html
+│   │   │   └── quick-start.html
+│   │   ├── users/
+│   │   │   ├── users-and-roles.html
+│   │   │   ├── login-authentication.html
+│   │   │   └── profile-settings.html
+│   │   ├── customers-jobs/
+│   │   │   ├── managing-customers.html
+│   │   │   ├── configuring-jobs.html
+│   │   │   ├── approved-jobs.html
+│   │   │   └── job-schedules.html
+│   │   ├── mail-import/
+│   │   │   ├── setup.html
+│   │   │   ├── inbox-management.html
+│   │   │   ├── mail-parsing.html
+│   │   │   └── auto-import.html
+│   │   ├── backup-review/
+│   │   │   ├── approving-backups.html
+│   │   │   ├── daily-jobs.html
+│   │   │   ├── run-checks-modal.html
+│   │   │   ├── overrides.html
+│   │   │   └── remarks-tickets.html
+│   │   ├── reports/
+│   │   │   ├── creating-reports.html
+│   │   │   ├── relative-periods.html
+│   │   │   ├── scheduling.html
+│   │   │   └── exporting-data.html
+│   │   ├── autotask/
+│   │   │   ├── setup-configuration.html
+│   │   │   ├── company-mapping.html
+│   │   │   ├── creating-tickets.html
+│   │   │   └── ticket-management.html
+│   │   ├── settings/
+│   │   │   ├── general.html
+│   │   │   ├── mail-configuration.html
+│   │   │   ├── autotask-integration.html
+│   │   │   ├── reporting-settings.html
+│   │   │   ├── user-management.html
+│   │   │   └── maintenance.html
+│   │   └── troubleshooting/
+│   │       ├── common-issues.html
+│   │       ├── faq.html
+│   │       └── support-contact.html
+│   │
+│   └── layout/base.html                 # Update: add Documentation menu item
+│
+└── static/
+    ├── css/
+    │   └── documentation.css            # NEW: Documentation-specific styles
+    └── images/
+        └── documentation/               # NEW: Screenshots folder
+            ├── dashboard-overview.png
+            ├── customer-list.png
+            ├── job-configuration.png
+            ├── inbox-view.png
+            └── ... (more screenshots)
+```
+
+**Total pages to create:** ~30 HTML pages
+
+---
+
+## 🔧 Implementation Plan
+
+### Phase 1: Core Structure
+
+#### 1A. Routes Setup
+
+**File:** `containers/backupchecks/src/backend/app/main/routes_documentation.py`
+
+```python
+from flask import Blueprint, render_template
+from flask_login import login_required
+
+doc_bp = Blueprint('documentation', __name__, url_prefix='/documentation')
+
+# Documentation structure (for navigation and routing)
+DOCUMENTATION_STRUCTURE = {
+    'getting-started': {
+        'title': 'Getting Started',
+        'icon': '🏠',
+        'pages': [
+            {'slug': 'what-is-backupchecks', 'title': 'What is BackupChecks?'},
+            {'slug': 'first-login', 'title': 'First Login & Dashboard'},
+            {'slug': 'quick-start', 'title': 'Quick Start Checklist'},
+        ]
+    },
+    'users': {
+        'title': 'User Management',
+        'icon': '👥',
+        'pages': [
+            {'slug': 'users-and-roles', 'title': 'Users & Roles'},
+            {'slug': 'login-authentication', 'title': 'Login & Authentication'},
+            {'slug': 'profile-settings', 'title': 'Profile Settings'},
+        ]
+    },
+    # ... (all other sections)
+}
+
+def get_navigation_context(current_section=None, current_page=None):
+    """Build navigation context with active states."""
+    return {
+        'structure': DOCUMENTATION_STRUCTURE,
+        'current_section': current_section,
+        'current_page': current_page
+    }
+
+def get_prev_next(section, page_slug):
+    """Get previous and next page for navigation."""
+    # Flatten all pages into single list
+    all_pages = []
+    for sect_key, sect_data in DOCUMENTATION_STRUCTURE.items():
+        for page in sect_data['pages']:
+            all_pages.append({
+                'section': sect_key,
+                'slug': page['slug'],
+                'title': page['title']
+            })
+
+    # Find current page index
+    current_idx = None
+    for i, p in enumerate(all_pages):
+        if p['section'] == section and p['slug'] == page_slug:
+            current_idx = i
+            break
+
+    if current_idx is None:
+        return None, None
+
+    prev_page = all_pages[current_idx - 1] if current_idx > 0 else None
+    next_page = all_pages[current_idx + 1] if current_idx < len(all_pages) - 1 else None
+
+    return prev_page, next_page
+
+@doc_bp.route('/')
+@doc_bp.route('/index')
+@login_required
+def index():
+    """Documentation home - redirect to first page."""
+    return redirect(url_for('documentation.page', section='getting-started', page='what-is-backupchecks'))
+
+@doc_bp.route('/<section>/<page>')
+@login_required
+def page(section, page):
+    """Render a documentation page."""
+    # Validate section and page exist
+    if section not in DOCUMENTATION_STRUCTURE:
+        abort(404)
+
+    section_data = DOCUMENTATION_STRUCTURE[section]
+    page_exists = any(p['slug'] == page for p in section_data['pages'])
+    if not page_exists:
+        abort(404)
+
+    # Get page title
+    page_title = next(p['title'] for p in section_data['pages'] if p['slug'] == page)
+
+    # Get navigation context
+    nav_context = get_navigation_context(section, page)
+
+    # Get prev/next pages
+    prev_page, next_page = get_prev_next(section, page)
+
+    # Render template
+    template_path = f'documentation/{section}/{page}.html'
+    return render_template(
+        template_path,
+        page_title=page_title,
+        section_title=section_data['title'],
+        navigation=nav_context,
+        prev_page=prev_page,
+        next_page=next_page
+    )
+```
+
+#### 1B. Register Blueprint
+
+**File:** `containers/backupchecks/src/backend/app/__init__.py`
+
+```python
+# Import documentation blueprint
+from .main.routes_documentation import doc_bp
+
+# Register blueprint
+app.register_blueprint(doc_bp)
+```
+
+#### 1C. Add Menu Item
+
+**File:** `containers/backupchecks/src/templates/layout/base.html`
+
+Add to navigation menu (after existing items):
+
+```html
+<li class="nav-item">
+  <a class="nav-link {% if request.path.startswith('/documentation') %}active{% endif %}"
+     href="{{ url_for('documentation.index') }}">
+    <span class="nav-icon">📖</span>
+    Documentation
+  </a>
+</li>
+```
+
+#### 1D. Base Layout Template
+
+**File:** `containers/backupchecks/src/templates/documentation/base.html`
+
+```html
+{% extends "layout/base.html" %}
+
+{% block extra_css %}
+<link rel="stylesheet" href="{{ url_for('static', filename='css/documentation.css') }}">
+{% endblock %}
+
+{% block content %}
+<div class="documentation-container">
+  <div class="row g-0">
+    <!-- Sidebar Navigation -->
+    <div class="col-12 col-lg-3 doc-sidebar-wrapper">
+      {% include 'documentation/_navigation.html' %}
+    </div>
+
+    <!-- Content Area -->
+    <div class="col-12 col-lg-9 doc-content-wrapper">
+      <div class="doc-content">
+        <!-- Breadcrumb -->
+        <nav aria-label="breadcrumb" class="mb-4">
+          <ol class="breadcrumb">
+            <li class="breadcrumb-item">
+              <a href="{{ url_for('documentation.index') }}">Documentation</a>
+            </li>
+            <li class="breadcrumb-item">{{ section_title }}</li>
+            <li class="breadcrumb-item active" aria-current="page">{{ page_title }}</li>
+          </ol>
+        </nav>
+
+        <!-- Page Content -->
+        {% block doc_content %}{% endblock %}
+
+        <!-- Previous/Next Navigation -->
+        <div class="doc-pagination mt-5 pt-4 border-top">
+          <div class="row">
+            <div class="col-6">
+              {% if prev_page %}
+              <a href="{{ url_for('documentation.page', section=prev_page.section, page=prev_page.slug) }}"
+                 class="btn btn-outline-secondary">
+                ← {{ prev_page.title }}
+              </a>
+              {% endif %}
+            </div>
+            <div class="col-6 text-end">
+              {% if next_page %}
+              <a href="{{ url_for('documentation.page', section=next_page.section, page=next_page.slug) }}"
+                 class="btn btn-outline-primary">
+                {{ next_page.title }} →
+              </a>
+              {% endif %}
+            </div>
+          </div>
+        </div>
+      </div>
+    </div>
+  </div>
+</div>
+{% endblock %}
+```
+
+#### 1E. Navigation Sidebar
+
+**File:** `containers/backupchecks/src/templates/documentation/_navigation.html`
+
+```html
+<nav class="doc-nav">
+  <div class="doc-nav-header">
+    <h5>📖 Documentation</h5>
+  </div>
+
+  {% for section_key, section_data in navigation.structure.items() %}
+  <div class="doc-nav-section {% if section_key == navigation.current_section %}active{% endif %}">
+    <div class="doc-nav-section-title">
+      <span class="doc-nav-icon">{{ section_data.icon }}</span>
+      {{ section_data.title }}
+    </div>
+
+    <ul class="doc-nav-pages">
+      {% for page in section_data.pages %}
+      <li class="{% if section_key == navigation.current_section and page.slug == navigation.current_page %}active{% endif %}">
+        <a href="{{ url_for('documentation.page', section=section_key, page=page.slug) }}">
+          {{ page.title }}
+        </a>
+      </li>
+      {% endfor %}
+    </ul>
+  </div>
+  {% endfor %}
+</nav>
+```
+
+#### 1F. CSS Styling
+
+**File:** `containers/backupchecks/src/static/css/documentation.css`
+
+```css
+/* Documentation Container */
+.documentation-container {
+  margin-top: 20px;
+}
+
+/* Sidebar */
+.doc-sidebar-wrapper {
+  border-right: 1px solid #dee2e6;
+  min-height: calc(100vh - 80px);
+}
+
+.doc-nav {
+  position: sticky;
+  top: 20px;
+  padding: 20px;
+  max-height: calc(100vh - 100px);
+  overflow-y: auto;
+}
+
+.doc-nav-header h5 {
+  margin-bottom: 20px;
+  padding-bottom: 10px;
+  border-bottom: 2px solid #007bff;
+}
+
+.doc-nav-section {
+  margin-bottom: 20px;
+}
+
+.doc-nav-section-title {
+  font-weight: 600;
+  margin-bottom: 10px;
+  padding: 8px 12px;
+  background-color: #f8f9fa;
+  border-radius: 4px;
+  cursor: pointer;
+}
+
+.doc-nav-section.active .doc-nav-section-title {
+  background-color: #e7f1ff;
+  color: #0056b3;
+}
+
+.doc-nav-icon {
+  margin-right: 8px;
+}
+
+.doc-nav-pages {
+  list-style: none;
+  padding-left: 30px;
+  margin: 0;
+}
+
+.doc-nav-pages li {
+  margin: 5px 0;
+}
+
+.doc-nav-pages li a {
+  display: block;
+  padding: 5px 10px;
+  color: #495057;
+  text-decoration: none;
+  border-radius: 4px;
+  transition: all 0.2s;
+}
+
+.doc-nav-pages li a:hover {
+  background-color: #f8f9fa;
+  color: #007bff;
+}
+
+.doc-nav-pages li.active a {
+  background-color: #007bff;
+  color: white;
+  font-weight: 500;
+}
+
+/* Content Area */
+.doc-content-wrapper {
+  padding: 20px 40px;
+}
+
+.doc-content {
+  max-width: 900px;
+  margin: 0 auto;
+}
+
+.doc-content h1 {
+  margin-bottom: 30px;
+  padding-bottom: 15px;
+  border-bottom: 3px solid #007bff;
+}
+
+.doc-content h2 {
+  margin-top: 40px;
+  margin-bottom: 20px;
+  color: #0056b3;
+}
+
+.doc-content h3 {
+  margin-top: 30px;
+  margin-bottom: 15px;
+}
+
+.doc-content img {
+  max-width: 100%;
+  height: auto;
+  border: 1px solid #dee2e6;
+  border-radius: 4px;
+  margin: 20px 0;
+  box-shadow: 0 2px 4px rgba(0,0,0,0.1);
+}
+
+.doc-content figcaption {
+  text-align: center;
+  font-style: italic;
+  color: #6c757d;
+  margin-top: -15px;
+  margin-bottom: 20px;
+}
+
+/* Code Blocks */
+.doc-content pre {
+  background-color: #f8f9fa;
+  border: 1px solid #dee2e6;
+  border-radius: 4px;
+  padding: 15px;
+  overflow-x: auto;
+}
+
+.doc-content code {
+  background-color: #f8f9fa;
+  padding: 2px 6px;
+  border-radius: 3px;
+  font-family: 'Courier New', monospace;
+  font-size: 0.9em;
+}
+
+.doc-content pre code {
+  background-color: transparent;
+  padding: 0;
+}
+
+/* Tables */
+.doc-content table {
+  width: 100%;
+  margin: 20px 0;
+  border-collapse: collapse;
+}
+
+.doc-content table th,
+.doc-content table td {
+  padding: 12px;
+  border: 1px solid #dee2e6;
+  text-align: left;
+}
+
+.doc-content table th {
+  background-color: #f8f9fa;
+  font-weight: 600;
+}
+
+.doc-content table tr:nth-child(even) {
+  background-color: #f8f9fa;
+}
+
+/* Callout Boxes */
+.doc-callout {
+  padding: 15px 20px;
+  margin: 20px 0;
+  border-left: 4px solid;
+  border-radius: 4px;
+}
+
+.doc-callout-info {
+  background-color: #e7f3ff;
+  border-left-color: #007bff;
+}
+
+.doc-callout-warning {
+  background-color: #fff3cd;
+  border-left-color: #ffc107;
+}
+
+.doc-callout-tip {
+  background-color: #d4edda;
+  border-left-color: #28a745;
+}
+
+.doc-callout-danger {
+  background-color: #f8d7da;
+  border-left-color: #dc3545;
+}
+
+.doc-callout strong {
+  display: block;
+  margin-bottom: 5px;
+}
+
+/* Pagination */
+.doc-pagination {
+  margin-top: 40px;
+}
+
+/* Responsive */
+@media (max-width: 991px) {
+  .doc-sidebar-wrapper {
+    border-right: none;
+    border-bottom: 1px solid #dee2e6;
+    min-height: auto;
+  }
+
+  .doc-nav {
+    position: static;
+    max-height: none;
+  }
+
+  .doc-content-wrapper {
+    padding: 20px 15px;
+  }
+}
+```
+
+---
+
+## 📝 Content Template Example
+
+**File:** `containers/backupchecks/src/templates/documentation/getting-started/what-is-backupchecks.html`
+
+```html
+{% extends "documentation/base.html" %}
+
+{% block doc_content %}
+<h1>What is BackupChecks?</h1>
+
+<p class="lead">
+  BackupChecks is a backup monitoring and validation system designed to help IT teams
+  verify that backups are running successfully across their customer infrastructure.
+</p>
+
+<h2>Key Features</h2>
+
+<ul>
+  <li><strong>Automated Mail Parsing:</strong> Import backup reports via email and automatically parse results</li>
+  <li><strong>Approval Workflow:</strong> Review and approve backup jobs on a daily basis</li>
+  <li><strong>Customer Management:</strong> Organize backups by customer and manage multiple backup jobs per customer</li>
+  <li><strong>Autotask Integration:</strong> Create tickets in Autotask PSA for failed backups</li>
+  <li><strong>Reporting:</strong> Generate backup status reports with flexible scheduling</li>
+  <li><strong>Role-Based Access:</strong> Admin, Operator, Reporter, and Viewer roles</li>
+</ul>
+
+<figure>
+  <img src="{{ url_for('static', filename='images/documentation/dashboard-overview.png') }}"
+       alt="BackupChecks Dashboard Overview" />
+  <figcaption>Figure 1: BackupChecks Dashboard showing daily backup status</figcaption>
+</figure>
+
+<h2>How It Works</h2>
+
+<p>BackupChecks follows a simple workflow:</p>
+
+<ol>
+  <li><strong>Import:</strong> Backup reports are sent via email to a configured mailbox</li>
+  <li><strong>Parse:</strong> The system parses email content to extract backup status</li>
+  <li><strong>Match:</strong> Reports are matched to configured jobs based on sender, subject, and content</li>
+  <li><strong>Review:</strong> Operators review backup status and approve successful jobs</li>
+  <li><strong>Alert:</strong> Failed backups can trigger Autotask tickets or manual follow-up</li>
+  <li><strong>Report:</strong> Generate periodic reports to track backup health over time</li>
+</ol>
+
+<div class="doc-callout doc-callout-info">
+  <strong>💡 Tip:</strong>
+  Start with the <a href="{{ url_for('documentation.page', section='getting-started', page='quick-start') }}">Quick Start Checklist</a>
+  to get your first customer and job configured.
+</div>
+
+<h2>Who Should Use BackupChecks?</h2>
+
+<p>BackupChecks is designed for:</p>
+
+<ul>
+  <li><strong>Managed Service Providers (MSPs):</strong> Monitor backups across multiple customer environments</li>
+  <li><strong>IT Departments:</strong> Track backup compliance for internal infrastructure</li>
+  <li><strong>Backup Administrators:</strong> Centralize backup verification from multiple backup solutions</li>
+</ul>
+
+<h2>Supported Backup Software</h2>
+
+<p>BackupChecks supports parsing backup reports from:</p>
+
+<table>
+  <thead>
+    <tr>
+      <th>Software</th>
+      <th>Support Level</th>
+      <th>Notes</th>
+    </tr>
+  </thead>
+  <tbody>
+    <tr>
+      <td>Veeam Backup & Replication</td>
+      <td>Full</td>
+      <td>Email notifications with detailed job status</td>
+    </tr>
+    <tr>
+      <td>Acronis Cyber Protect</td>
+      <td>Full</td>
+      <td>Backup completion reports</td>
+    </tr>
+    <tr>
+      <td>Synology Active Backup</td>
+      <td>Full</td>
+      <td>Task result notifications</td>
+    </tr>
+    <tr>
+      <td>Custom/Other</td>
+      <td>Configurable</td>
+      <td>Manual job configuration for non-standard formats</td>
+    </tr>
+  </tbody>
+</table>
+
+<div class="doc-callout doc-callout-warning">
+  <strong>⚠️ Important:</strong>
+  BackupChecks monitors backup <em>reports</em>, not the backup data itself. Ensure your backup software is configured to send email notifications on job completion.
+</div>
+
+<h2>Next Steps</h2>
+
+<p>Ready to get started? Continue to:</p>
+
+<ul>
+  <li><a href="{{ url_for('documentation.page', section='getting-started', page='first-login') }}">First Login & Dashboard</a> - Learn about the dashboard interface</li>
+  <li><a href="{{ url_for('documentation.page', section='getting-started', page='quick-start') }}">Quick Start Checklist</a> - Set up your first customer and job</li>
+  <li><a href="{{ url_for('documentation.page', section='mail-import', page='setup') }}">Mail Import Setup</a> - Configure email integration</li>
+</ul>
+
+{% endblock %}
+```
+
+---
+
+## ✅ Testing Checklist
+
+### Navigation & Routing
+- [ ] Navigate to /documentation - redirects to first page
+- [ ] Click on sidebar navigation - loads correct page
+- [ ] Breadcrumb shows correct hierarchy
+- [ ] Previous/Next buttons work correctly
+- [ ] Previous button hidden on first page
+- [ ] Next button hidden on last page
+- [ ] Active page highlighted in sidebar
+- [ ] Active section expanded in sidebar
+
+### Access Control
+- [ ] Not logged in - redirected to login
+- [ ] Logged in as admin - can access all pages
+- [ ] Logged in as operator - can access all pages
+- [ ] Logged in as viewer - can access all pages
+- [ ] Documentation menu item highlighted when active
+
+### Content Rendering
+- [ ] All 30+ pages render without errors
+- [ ] Images load correctly
+- [ ] Screenshots display with proper sizing
+- [ ] Code blocks formatted correctly
+- [ ] Tables display properly
+- [ ] Callout boxes styled correctly
+- [ ] Links between pages work
+- [ ] External links open in new tab
+
+### Responsive Design
+- [ ] Desktop (1920x1080) - sidebar fixed, content readable
+- [ ] Laptop (1366x768) - layout works
+- [ ] Tablet (768x1024) - sidebar collapses or stacks
+- [ ] Mobile (375x667) - content readable, navigation accessible
+
+### Performance
+- [ ] Page loads fast (<500ms)
+- [ ] Images optimized (screenshots compressed)
+- [ ] CSS minified
+- [ ] No console errors
+
+---
+
+## 📸 Screenshot Guidelines
+
+### Taking Screenshots
+- **Resolution:** 1920x1080 (full HD)
+- **Browser:** Chrome/Edge in normal mode (not incognito)
+- **Zoom:** 100% (default browser zoom)
+- **Format:** PNG (for UI clarity)
+- **Compression:** Use tools like TinyPNG to reduce file size
+- **Naming:** Descriptive kebab-case (e.g., `customer-list-view.png`)
+
+### Screenshot Checklist
+- [ ] Remove sensitive/real customer data (use dummy data)
+- [ ] Blur or hide any sensitive information
+- [ ] Crop to relevant area (don't include browser chrome unless needed)
+- [ ] Add borders/shadows for visual depth (done in CSS)
+- [ ] Include captions explaining what's shown
+
+### Required Screenshots (Minimum)
+- [ ] Dashboard overview
+- [ ] Customer list page
+- [ ] Job configuration modal
+- [ ] Inbox with unread messages
+- [ ] Daily Jobs view
+- [ ] Run Checks modal (approve/reject)
+- [ ] Settings pages (all tabs)
+- [ ] Reports creation page
+- [ ] Autotask integration settings
+
+---
+
+## 📋 Content Writing Guidelines
+
+### Style Guide
+- **Tone:** Professional but friendly
+- **Person:** Second person (you/your, not we/our)
+- **Tense:** Present tense for instructions
+- **Voice:** Active voice preferred
+- **Length:** Concise but complete (aim for scanability)
+
+### Structure
+- **H1:** Page title (only one per page)
+- **H2:** Major sections
+- **H3:** Subsections
+- **Lists:** Use for steps, features, options
+- **Paragraphs:** Keep short (2-4 sentences max)
+- **Callouts:** Use for tips, warnings, important notes
+
+### Example Phrasing
+✅ **Good:** "Click the **New Customer** button to add a customer"
+❌ **Bad:** "We can add a new customer by clicking on the button"
+
+✅ **Good:** "BackupChecks monitors backup reports via email"
+❌ **Bad:** "BackupChecks will monitor the backup reports that are sent via email"
+
+### Callout Usage
+- **Info (Blue):** General information, tips, context
+- **Warning (Yellow):** Important considerations, limitations
+- **Tip (Green):** Best practices, shortcuts, recommendations
+- **Danger (Red):** Critical warnings, data loss risks
+
+---
+
+## 🚀 Implementation Phases
+
+### Phase 1: Core Infrastructure (Start Here)
+- [ ] Create routes file and blueprint
+- [ ] Add documentation menu item
+- [ ] Create base layout template
+- [ ] Create navigation sidebar template
+- [ ] Create CSS styling
+- [ ] Test routing and navigation
+
+**Estimated Complexity:** Low-Medium
+**Time Estimate:** 2-4 hours
+
+### Phase 2: Content Pages - Getting Started
+- [ ] What is BackupChecks?
+- [ ] First Login & Dashboard
+- [ ] Quick Start Checklist
+- [ ] Take screenshots for Getting Started section
+
+**Estimated Complexity:** Medium
+**Time Estimate:** 4-6 hours
+
+### Phase 3: Content Pages - Core Features
+- [ ] User Management (3 pages)
+- [ ] Customers & Jobs (4 pages)
+- [ ] Mail & Import (4 pages)
+- [ ] Backup Review (5 pages)
+- [ ] Take screenshots for core features
+
+**Estimated Complexity:** High
+**Time Estimate:** 8-12 hours
+
+### Phase 4: Content Pages - Advanced Features
+- [ ] Reports (4 pages)
+- [ ] Autotask Integration (4 pages)
+- [ ] Settings (6 pages)
+- [ ] Troubleshooting (3 pages)
+- [ ] Take screenshots for advanced features
+
+**Estimated Complexity:** High
+**Time Estimate:** 8-12 hours
+
+### Phase 5: Polish & Review
+- [ ] Proofread all content
+- [ ] Verify all links work
+- [ ] Optimize all images
+- [ ] Test on different screen sizes
+- [ ] Get user feedback
+
+**Estimated Complexity:** Low
+**Time Estimate:** 2-4 hours
+
+**Total Estimate:** 24-38 hours of work
+
+---
+
+## 📝 Page Content Outline (Template)
+
+For each page, follow this structure:
+
+```
+1. Page Title (H1)
+2. Introduction paragraph (what this page covers)
+3. Main content sections (H2)
+   - Explanatory text
+   - Screenshots/images
+   - Step-by-step instructions (if applicable)
+   - Tables for settings/options (if applicable)
+4. Callout boxes (tips, warnings)
+5. Related pages / Next steps (end of page)
+```
+
+---
+
+## 🎯 Success Criteria
+
+- [ ] All 30+ documentation pages created and accessible
+- [ ] Navigation works seamlessly (sidebar + prev/next)
+- [ ] All screenshots embedded and displaying correctly
+- [ ] Content is clear, accurate, and helpful for new users
+- [ ] Pages load quickly (<500ms)
+- [ ] Mobile-responsive design works on all screen sizes
+- [ ] No broken links or missing images
+- [ ] Access restricted to logged-in users only
+- [ ] Documentation menu item integrated in navbar
+
+---
+
+## 🔮 Future Enhancements (Post-MVP)
+
+- [ ] **Search functionality:** Full-text search across all pages
+- [ ] **Keyboard shortcuts:** Navigate pages with arrow keys
+- [ ] **Dark mode:** Theme toggle for documentation
+- [ ] **Print stylesheet:** Printer-friendly version
+- [ ] **Video tutorials:** Embed short walkthrough videos
+- [ ] **Feedback widget:** "Was this helpful?" on each page
+- [ ] **Version indicator:** Show app version documentation matches
+- [ ] **PDF export:** Export entire documentation as PDF
+- [ ] **Changelog page:** Document what's new in each version
+
+---
+
+## 📂 Important Files Summary
+
+```
+Backend:
+- routes_documentation.py              # NEW: Documentation routes + navigation structure
+
+Templates:
+- documentation/base.html              # NEW: Base layout with sidebar
+- documentation/_navigation.html       # NEW: Sidebar navigation
+- documentation/*//*.html              # NEW: 30+ content pages
+- layout/base.html                     # MODIFY: Add Documentation menu item
+
+Static Files:
+- static/css/documentation.css         # NEW: Documentation styling
+- static/images/documentation/*        # NEW: Screenshots folder
+
+Docs:
+- changelog-claude.md                  # UPDATE: Document feature addition
+```
+
+---
+
+## 💡 Notes
+
+- **Language:** All content in English (app is not translated)
+- **Maintenance:** Content updated via git (no in-app editing)
+- **Access:** Login required (@login_required on all routes)
+- **Screenshots:** Use dummy/anonymized data only
+- **Style:** Professional tone, second person, active voice
+- **Structure:** Hierarchical navigation, prev/next pagination
+- **Performance:** Optimize images, minify CSS
+- **Responsive:** Mobile-friendly sidebar and content