# Security Implementation Guide
## Quick Start
This guide helps you implement the security recommendations from the UIUC security requirements evaluation.
## π Documentation Structure
All security documentation is in the `docs/` directory:
1. **[UIUC_SECURITY_EXECUTIVE_SUMMARY.md](docs/UIUC_SECURITY_EXECUTIVE_SUMMARY.md)** β **START HERE**
- Executive overview of security evaluation
- Key findings and recommendations
- Implementation roadmap
- Risk assessment
2. **[UIUC_SECURITY_REQUIREMENTS.md](docs/UIUC_SECURITY_REQUIREMENTS.md)**
- Comprehensive security requirements analysis
- Detailed gap analysis
- Security requirements matrix
- Technical recommendations
3. **[SECURITY_TESTING_PLAN.md](docs/SECURITY_TESTING_PLAN.md)**
- 100+ test case specifications
- Automated and manual testing procedures
- Security testing tools and setup
- Test schedule and reporting
4. **[SECURITY_CHECKLIST.md](docs/SECURITY_CHECKLIST.md)**
- Quick reference checklists
- Pre-deployment security review
- Code review security items
- Incident response procedures
## π Quick Implementation Steps
### 1. Run Security Tests (5 minutes)
```bash
# Install test dependencies
pip install pytest pytest-asyncio pytest-cov
# Run security test suite
pytest tests/security/ -v
# Run with coverage
pytest tests/security/ --cov=src/canvas_mcp --cov-report=html
```
**Expected Results**: Some tests will pass (basic checks), some will be skipped (features not yet implemented).
### 2. Enable Automated Security Scanning (10 minutes)
The `.github/workflows/security-testing.yml` workflow is ready to use:
1. Ensure GitHub Actions is enabled for your repository
2. The workflow runs automatically on:
- Every push to main/development
- Every pull request
- Weekly (Sundays)
3. Review results in the **Actions** tab
### 3. Review Current Security Status (30 minutes)
1. Read the [Executive Summary](docs/UIUC_SECURITY_EXECUTIVE_SUMMARY.md)
2. Check the security requirements matrix
3. Review the critical gaps identified
4. Prioritize implementation based on your needs
### 4. Address Critical Security Gaps (varies)
**Priority 1: Code Execution Sandboxing** (2-3 weeks)
- Implement Docker-based isolation for TypeScript execution
- See `docs/UIUC_SECURITY_REQUIREMENTS.md` Section 4.1
**Priority 2: Security Audit Logging** (1 week)
- Add logging for PII access and security events
- See `docs/UIUC_SECURITY_REQUIREMENTS.md` Section 6.1
**Priority 3: Dependency Scanning** (1 day)
- Enable Dependabot in GitHub repository settings
- Add pip-audit to CI/CD (already in workflow)
## π§ͺ Testing
### Running Specific Test Categories
```bash
# FERPA compliance tests
pytest tests/security/test_ferpa_compliance.py -v
# Authentication security tests
pytest tests/security/test_authentication.py -v
# Code execution security tests
pytest tests/security/test_code_execution.py -v
# Input validation tests
pytest tests/security/test_input_validation.py -v
# Dependency security tests
pytest tests/security/test_dependencies.py -v
```
### Installing Security Testing Tools
```bash
# SAST tools
pip install bandit semgrep
# Dependency scanners
pip install pip-audit safety
# Secret detection
pip install detect-secrets
# Run SAST scan
bandit -r src/canvas_mcp/
# Run dependency scan
pip-audit
# Run secret scan
detect-secrets scan
```
## π Security Metrics Dashboard
Track these metrics to monitor security posture:
| Metric | Target | Current |
|--------|--------|---------|
| Test Coverage | >80% | TBD |
| Critical Vulns | 0 | TBD |
| High Vulns | <5 | TBD |
| Tests Passing | 100% | ~60% |
| FERPA Compliance | 100% | ~70% |
Update these metrics after running the security tests.
## π Critical Security Gaps Summary
From the evaluation, these are the critical gaps requiring immediate attention:
### 1. Code Execution Sandboxing β οΈ CRITICAL
**Current**: Code executes with full user permissions
**Risk**: Arbitrary code execution, credential theft, system compromise
**Solution**: Docker/VM isolation, file system restrictions, network isolation
**Effort**: High (2-3 weeks)
**Priority**: Critical
### 2. Security Audit Logging β οΈ CRITICAL
**Current**: No logging of PII access or security events
**Risk**: FERPA non-compliance, no audit trail, delayed incident detection
**Solution**: Implement comprehensive security event logging
**Effort**: Medium (1 week)
**Priority**: Critical
### 3. Token Encryption β οΈ HIGH
**Current**: API tokens stored in plaintext
**Risk**: Token exposure if file system compromised
**Solution**: OS credential manager integration
**Effort**: Medium (1 week)
**Priority**: High
### 4. PII Sanitization β οΈ HIGH
**Current**: Logs may contain student PII
**Risk**: FERPA compliance violation
**Solution**: Sanitize all logs and error messages
**Effort**: Medium (1 week)
**Priority**: High
### 5. Security Monitoring β οΈ MEDIUM
**Current**: No automated security monitoring
**Risk**: Delayed threat detection
**Solution**: Implement monitoring and alerting
**Effort**: High (2-3 weeks)
**Priority**: Medium
## π Implementation Checklist
### Week 1-2: Critical Fixes
- [ ] Review security documentation
- [ ] Run security test suite
- [ ] Enable GitHub Actions security workflow
- [ ] Start code execution sandboxing implementation
- [ ] Enable Dependabot for dependency scanning
### Week 3-4: High Priority
- [ ] Complete code execution sandboxing
- [ ] Implement security audit logging
- [ ] Add PII sanitization to logs
- [ ] Encrypt API tokens at rest
- [ ] Complete FERPA compliance verification
### Week 5-8: Medium Priority
- [ ] Implement MCP client authentication
- [ ] Add security monitoring and alerting
- [ ] Complete all security tests
- [ ] Conduct penetration testing
- [ ] Document security procedures
### Ongoing: Continuous Improvement
- [ ] Weekly automated security scans
- [ ] Monthly security reviews
- [ ] Quarterly assessments
- [ ] Annual third-party audit
## π Getting Help
### Documentation
- **Overview**: [UIUC_SECURITY_EXECUTIVE_SUMMARY.md](docs/UIUC_SECURITY_EXECUTIVE_SUMMARY.md)
- **Requirements**: [UIUC_SECURITY_REQUIREMENTS.md](docs/UIUC_SECURITY_REQUIREMENTS.md)
- **Testing**: [SECURITY_TESTING_PLAN.md](docs/SECURITY_TESTING_PLAN.md)
- **Checklist**: [SECURITY_CHECKLIST.md](docs/SECURITY_CHECKLIST.md)
### Support
- **Security Issues**: Use [GitHub Security Advisory](https://github.com/vishalsachdev/canvas-mcp/security/advisories/new)
- **Questions**: Open GitHub issue with `security` label
- **Policy**: See [SECURITY.md](SECURITY.md)
## π Success Criteria
You've successfully implemented the security plan when:
1. β
All critical security gaps addressed
2. β
Security test suite passing (>80% of tests)
3. β
Automated security scanning enabled
4. β
Zero critical vulnerabilities
5. β
FERPA compliance verified
6. β
Security documentation complete
7. β
Incident response plan tested
8. β
Regular security reviews scheduled
## π― Next Actions
**Recommended order:**
1. **Today**: Read [Executive Summary](docs/UIUC_SECURITY_EXECUTIVE_SUMMARY.md) (30 min)
2. **This Week**: Run security tests and enable CI/CD workflow (1 hour)
3. **This Month**: Address critical security gaps (2-3 weeks)
4. **This Quarter**: Complete high and medium priority items (8 weeks)
5. **Ongoing**: Maintain security with regular testing and reviews
---
**Version**: 1.0
**Last Updated**: January 2026
**Status**: Ready for Implementation