ComplianceOS User Guide
Complete documentation for the AI-powered document analysis and compliance platform.
Quick Start
Get up and running in 5 minutes
API Reference
Integrate with your systems
Integrations
Connect Google Drive & more
Introduction
ComplianceOS is an AI-powered document analysis platform designed for legal, compliance, and due diligence professionals. It enables you to:
- Analyze documents with structured question sets (playbooks)
- Get cited answers with evidence from source documents
- Check compliance against EU and national legislation
- Connect document sources from Google Drive, URLs, and file uploads
- Collaborate in workspaces with team members
Key Concepts
| Term | Description |
|---|---|
| Document Collection | A group of documents you want to analyze together |
| Playbook | A reusable set of questions for systematic document review |
| Playbook Template | Pre-configured playbook settings (persona, verification, strategy) |
| Regulatory Playbook | Compliance-focused playbook linked to regulations (GDPR, SOC 2, etc.) |
| Deal Analyzer | Automated data room analysis with AI classification and parallel processing |
| Analysis | The result of running a playbook against your documents |
| Persona | A reviewer perspective (lawyer, accountant, analyst) that shapes answers |
Getting Started
Quick Start: Run Your First Analysis
- Click New Analysis in the sidebar
- Upload your documents (PDF, DOCX, XLSX, PPTX)
- Choose a playbook (set of questions)
- Click Run Analysis
- View results with citations and evidence
Alternative: Create a Document Collection First
For documents you'll analyze multiple times:
- Go to Document Collections → Click "New Collection"
- Name your collection (e.g., "Acme Due Diligence")
- Add documents via upload, URL, or Google Drive
- Run analyses anytime from the collection page
Dashboard Overview
The dashboard shows:
- Recent analyses with quick access to results
- Document collections and their document counts
- Quick actions to start new analyses
Document Collections
What are Document Collections?
Document Collections organize your files for analysis. Think of them as folders for specific projects, engagements, or matters.
Due Diligence
Group all documents for an M&A review
Contract Review
Collect vendor agreements for analysis
Compliance Audit
Gather policies for regulatory checks
Adding Documents
Three ways to add documents to a collection:
Upload
Drag & drop or browse for local files
PDF, DOCX, XLSX, PPTX, TXT
URL
Fetch content from web pages
Policies, filings, public docs
Google Drive
Connect and browse your Drive
Set up in Settings first
Document Sources
Document sources are the foundation of your analyses. ComplianceOS supports multiple source types.
Uploaded Files
Supported formats:
To upload:
- Go to your Project → Document Sources tab
- Click Add Source → Upload
- Drag and drop files or click to browse
- Files are processed and indexed automatically
URLs & URL Collections
Fetch content from web pages for analysis:
- Click Add Source → URL
- Enter the URL (e.g., https://example.com/policy.html)
- Optionally name the source
- The content is fetched and stored for analysis
Use cases: Company websites, regulatory guidance, public filings
Google Drive
Connect your Google Drive to analyze documents directly:
- Connect Google Drive in Settings → Integrations
- Authorize read-only access via Google OAuth
- In your project, click Add Source → Google Drive
- Browse and select folders or files
- Documents sync automatically
Playbooks
Playbooks are structured question templates for systematic document review. Each playbook contains questions organized in buckets (categories), scoring criteria, and guidance for reviewers.
Playbook Types
Contract Review
Analyze agreements for key terms and risks
Due Diligence
Comprehensive M&A document review
Compliance Check
Verify against regulatory requirements
Policy Review
Assess internal policies and procedures
Creating Playbooks
Manual Creation
- Click New Playbook
- Add a title and description
- Create buckets (categories)
- Add questions to each bucket
- Configure scoring criteria
AI-Assisted Creation
- Click AI Playbook Builder
- Describe what you want to analyze
- AI generates a structured playbook
- Review and customize as needed
Import & Export
Import Playbooks
Import from external files:
- Markdown (.md) - SKILL.md or exported format
- JSON (.json) - Template JSON format
- DOCX (.docx) - Multi-step wizard with question review
Export Playbooks
Share your playbooks:
- JSON - Full template with all settings
- Markdown - Readable format for sharing
Running Analyses
Starting an Analysis
From a Project
- Go to your project
- Click New Analysis
- Select a playbook
- Choose document sources
- Click Run Analysis
Quick Analysis
- Go to Analysis → New
- Upload documents or select existing
- Choose a playbook
- Run the analysis
Understanding Results
Each analysis produces answers with full citations and evidence.
| Component | Description |
|---|---|
| Answer | AI-generated response to the question |
| Evidence | Quoted text from source documents |
| Citation | Document name and page/section reference |
| Confidence | High, Medium, or Low certainty level |
| Screenshot | Visual capture of source document page (if enabled) |
Filter Tabs
Use filter tabs to focus on what matters:
All Answers
View every question and answer
Flagged
Non-HIGH confidence items needing review
Metadata
Model, tokens, cost, timestamps
Deal Analyzer
Deal Analyzer is an automated data room analysis feature designed for M&A due diligence, investment reviews, and large-scale document processing. It combines AI-powered document classification with parallel processing to efficiently analyze entire data rooms.
How It Works
Choose a document collection containing your data room files
Documents are automatically classified by type (Legal, Financial, HR, etc.)
Review and adjust AI classifications, group similar documents
Match each document category with the appropriate analysis playbook
Multiple documents analyzed simultaneously for faster results
Export comprehensive findings across all document categories
Key Features
- Automatic Classification — AI categorizes documents into Legal, Financial, HR, Technical, and more
- Parallel Processing — Analyze multiple documents simultaneously for faster turnaround
- Playbook Matching — Apply the right analysis playbook to each document type
- Consolidated Export — Generate unified reports across the entire data room
Exporting Results
Export Formats
| Format | Description | Best For |
|---|---|---|
| DOCX | Word document with citations | Client deliverables, editing |
| DOCX + Screenshots | Word with embedded evidence screenshots | Audit-ready compliance reports |
| XLSX | Multi-sheet spreadsheet with color coding | Data analysis, comparison |
| Formal report with audit trail | Regulatory submissions | |
| JSON | Structured data with full metadata | API integration, archival |
Download Modes
Full Download
Complete report with all metadata, evidence, embedded screenshots, and audit trail.
Clean Download
Streamlined report with answers and citations only, suitable for sharing.
Regulatory Compliance
Regulatory playbooks live on the Playbooks page alongside your custom playbooks. They're marked with a purple Regulatory badge and let you check documents against official regulations — DORA, NIS2, French AML, and more.
Supported Jurisdictions
How It Works
- Go to Playbooks and click the Regulatory tab
- Click Use on a regulatory playbook (e.g., DORA, NIS2)
- Select a document collection and click Start Compliance Analysis
- A preflight source verification runs automatically before analysis begins
- Review compliance status for each requirement with evidence and remediation steps
Integrations
Google Drive
Connect your Google Drive to browse and analyze documents directly.
- Go to Settings → Integrations
- Click Connect next to Google Drive
- Sign in with your Google account
- Grant read-only access
Webhooks
Receive notifications when analyses complete.
- Go to Settings → Webhooks
- Enter your webhook URL
- Test the connection
- Receive POST requests for events
Notion
Connect Notion workspaces and pages.
SharePoint / OneDrive
Microsoft 365 integration.
Verification & Audit Trail
Verification Options
| Option | Description | Plan |
|---|---|---|
| Quote Verification | Confirms cited quotes exist in source documents | All |
| Semantic Verification | AI verifies quotes support claims (+15% cost) | Pro+ |
| Adversarial Review | Second AI critiques answers (+25% cost) | Pro+ |
| Multi-Model Consensus | Multiple AIs cross-check (+200% cost) | Enterprise |
Screenshot Evidence & Timestamps
When enabled, the system captures screenshots of source document pages:
- Visual proof of source location with page numbers
- RFC 3161 timestamps providing cryptographic proof of capture time
- Integrity hashes verifying screenshots have not been altered
- Embedded in DOCX exports for audit-ready reports
- Interactive viewer with click-to-zoom in analysis results
Settings & Configuration
Settings are organized into tabs:
API Configuration
- API Key: Your Anthropic API key (stored locally)
- Connection Status: Test and verify API connectivity
- Available Models: View models with context windows and pricing
Integrations
- Google Drive: Connect via OAuth for document access
- Read-only access with encrypted tokens
- Revocable at any time
Webhooks
- Endpoint URL: Where to send notifications
- HTTP Method: GET (query params) or POST (JSON body)
- Auto-send: Automatic delivery on analysis completion
- Test: Verify your endpoint works
Profile
- Update your name and company
- View your email (read-only)
Security
- Change password
API Reference
ComplianceOS provides a REST API for programmatic access to all features.
Base URL
https://api.mycompliance.cloud/api/v1Authentication
Authorization: Bearer YOUR_API_KEYKey Endpoints
| Endpoint | Method | Description |
|---|---|---|
| /workspaces | GET | List your workspaces |
| /collections/{id}/sources | GET | List project sources |
| /collections/{id}/sources | POST | Add a document source |
| /analyses | POST | Start a new analysis |
| /analyses/{id} | GET | Get analysis results |
| /playbooks | GET | List available playbooks |
Example: Create Analysis
curl -X POST https://api.mycompliance.cloud/api/v1/analyses \
-H "Authorization: Bearer YOUR_API_KEY" \
-H "Content-Type: application/json" \
-d '{
"project_id": "uuid",
"playbook_id": "uuid",
"source_ids": ["uuid1", "uuid2"]
}'Chrome Extension
The ComplianceOS Audit Capture extension lets you capture evidence from any web page during active audits. Screenshots are timestamped with RFC 3161 cryptographic proofs and attached directly to your analysis sessions.
Installation
- Download the extension from the Chrome Web Store (or load the unpacked build for development)
- Click the extension icon in Chrome — the side panel opens
- The extension auto-detects your credentials from an open ComplianceOS tab
Capturing Evidence
- Select an audit session from the dropdown
- Navigate to any tab with evidence (documents, websites, PDFs)
- Capture Visible Area — screenshots the entire viewport
- Select Region — drag to capture a specific area
- Choose which question the evidence supports
- Add auditor notes describing the evidence
- Click Document It to upload
What Happens on Upload
Integrity
- SHA-256 content hash computed
- RFC 3161 timestamp from DigiCert TSA
- Original PNG stored in S3
Integration
- Attached as evidence link on the selected question
- Visible in the analysis page with timestamp badge
- Automatically included in DOCX exports
Capture History
Switch to the History tab in the side panel to view all captures for the current session. Each capture shows the page title, URL, timestamp verification badge, and auditor notes. Click a capture to expand and see the full screenshot.
Troubleshooting
Common Issues
"Analysis failed" error
- Check that documents are properly uploaded
- Ensure API key is valid
- Try with fewer documents or simpler playbook
Google Drive not syncing
- Verify connection in Settings → Integrations
- Check that you granted proper permissions
- Try disconnecting and reconnecting
Missing citations
- Some documents may not contain relevant information
- Check document quality (OCR issues, scanned PDFs)
- Ensure questions match document content
Keyboard Shortcuts
Changelog
- Deal Analyzer - Automated data room analysis with AI classification and parallel processing
- Screenshot Evidence in Exports - Embedded screenshots in DOCX reports
- Playbook Import/Export - Import from MD, JSON, DOCX; export as JSON or Markdown
- Template-Based Report Export - Full and clean download modes
- Analysis Filter Tabs - All Answers, Flagged, and Metadata views
- Webhook Enhancements - GET/POST methods, auto-send on completion
- DOCX Template Import Wizard - Multi-step import with question review
- RFC 3161 Timestamps - Cryptographic proof of evidence capture time
- Screenshot Evidence - Page-level screenshots with verification
- Audit Trail Export - PDF and JSON audit trail for compliance
- Subscription Feature Gating - Plan-based feature access control
- Multi-language Support - Full French and German translations
- Workspaces - Organize projects in personal or team workspaces
- Document Sources - Unified source management (uploads, URLs, Google Drive)
- Google Drive Integration - Connect and browse your Drive
- Legislative Compliance - EU regulation checking with auto-sync
- Improved UI - Tabbed project view, better navigation
- Initial release
- Document upload and analysis
- Playbook creation
- Basic reporting