fedramp-20x-mcp 0.4.8__py3-none-any.whl

fedramp_20x_mcp/tools/enhancements.py

@@ -0,0 +1,2256 @@
+"""
+FedRAMP 20x MCP Server - Enhancements Tools
+
+This module contains tool implementation functions for enhancements.
+"""
+import json
+import logging
+from typing import Any
+
+logger = logging.getLogger(__name__)
+
+async def compare_with_rev4_impl(requirement_area: str, data_loader) -> str:
+    """
+    Compare FedRAMP 20x requirements to Rev 4/Rev 5 to understand changes.
+    
+    Args:
+        requirement_area: Area to compare (e.g., "continuous monitoring", "vulnerability management", 
+                         "authorization boundary", "evidence collection")
+    
+    Returns:
+        Key differences between Rev 4/5 and 20x for the specified area
+    """
+    comparisons = {
+        "continuous monitoring": """# Continuous Monitoring: Rev 4/5 vs 20x
+
+**Rev 4/5 Approach:**
+- Annual assessments by 3PAO
+- Monthly ConMon scans
+- Quarterly deliverables to FedRAMP PMO
+- Document-based evidence packages
+- POA&M tracking in Excel/Word
+
+**FedRAMP 20x Changes:**
+- **Collaborative Continuous Monitoring (CCM)**: Real-time data sharing via APIs (FRR-CCM)
+- **Quarterly Reviews**: Structured review process (FRR-CCM-QR-01 through QR-11)
+- **Key Security Indicators**: 72 KSIs to track continuously
+- **Authorization Data Sharing**: Machine-readable data instead of documents (FRR-ADS)
+- **Persistent Validation**: Continuous assessment, not annual (FRR-PVA)
+
+**Key Requirements:**
+- FRR-CCM-01 through CCM-07: Base continuous monitoring
+- KSI-MLA-01: SIEM requirement
+- KSI-CMT-01: Log and monitor all changes
+- FRR-PVA-01 through PVA-18: Persistent validation standards""",
+
+        "vulnerability management": """# Vulnerability Management: Rev 4/5 vs 20x
+
+**Rev 4/5 Approach:**
+- 30-day remediation for High vulnerabilities
+- POA&M tracking
+- Monthly ConMon scans
+- Risk-based decisions on false positives
+
+**FedRAMP 20x Changes:**
+- **Vulnerability Detection & Response Standard (VDR)**: Comprehensive timeframes by severity
+- **Automated Detection**: Emphasis on continuous scanning
+- **Risk-Based Timeframes**: Different deadlines based on impact level and CVSS
+- **Exception Process**: Formal process for remediation extensions (FRR-VDR-EX)
+- **Agency Reporting**: Must report vulnerabilities affecting agencies (FRR-VDR-RP)
+
+**Key Timeframes (FRR-VDR-TF):**
+- Critical/High + High Impact: 7-15 days
+- Medium: 30-90 days  
+- Low: 180 days
+- Zero-day: Immediate response required
+
+**Key Requirements:**
+- FRR-VDR-01 through VDR-11: Detection and response
+- FRR-VDR-TF-HI-01 through HI-09: High impact timeframes
+- KSI-PIY-03: Vulnerability Disclosure Program""",
+
+        "authorization boundary": """# Authorization Boundary: Rev 4/5 vs 20x
+
+**Rev 4/5 Approach:**
+- Static boundary in SSP
+- Annual updates
+- Network diagrams in Visio/Word
+- Manual tracking of components
+
+**FedRAMP 20x Changes:**
+- **Minimum Assessment Scope (MAS)**: Clear definition of what must be included (FRR-MAS)
+- **Information Resources**: Broader definition including non-machine resources
+- **Automated Inventory**: Required automated asset discovery (KSI-PIY-01)
+- **Dynamic Boundaries**: Support for elastic/cloud-native architectures
+- **API-Based Documentation**: Machine-readable boundary definitions
+
+**Must Include:**
+- All systems processing Federal Customer Data
+- Development/staging if they use production data
+- All third-party services
+- Monitoring and logging systems
+- Backup/DR systems
+- Non-machine resources (policies, procedures)
+
+**Key Requirements:**
+- FRR-MAS-01 through MAS-05: Minimum scope
+- FRR-MAS-AY-01 through AY-06: Assessment year specifics
+- KSI-PIY-01: Automated inventory
+- KSI-CNA-02: Minimize attack surface""",
+
+        "evidence collection": """# Evidence Collection: Rev 4/5 vs 20x
+
+**Rev 4/5 Approach:**
+- Document-based evidence packages
+- Manual collection for annual assessments
+- Screenshots and exports
+- Emailed to FedRAMP PMO
+
+**FedRAMP 20x Changes:**
+- **Authorization Data Sharing (ADS)**: API-based continuous data sharing (FRR-ADS)
+- **Machine-Readable**: JSON/XML instead of Word/PDF
+- **Automated Collection**: "Automatically if possible" per FRD-ALL-07
+- **Continuous Updates**: Real-time data instead of annual snapshots
+- **Key Security Indicators**: 72 KSIs define what to track
+
+**What to Track:**
+- All 72 KSI metrics continuously
+- Vulnerability scan results (API)
+- Configuration baselines (IaC)
+- Access logs (SIEM integration)
+- Change records (automated from CI/CD)
+- Incident response data
+- Training completion records
+
+**Key Requirements:**
+- FRR-ADS-01 through ADS-10: Data sharing standards
+- FRR-KSI-01 & KSI-02: KSI tracking requirements
+- KSI-MLA-05: Infrastructure as Code
+- Definition FRD-ALL-07: "Regularly" means automated""",
+
+        "change management": """# Change Management: Rev 4/5 vs 20x
+
+**Rev 4/5 Approach:**
+- Change requests documented
+- CAB approval process
+- Significant changes reported to FedRAMP
+- Manual change logs
+
+**FedRAMP 20x Changes:**
+- **Significant Change Notifications (SCN)**: Structured notification process (FRR-SCN)
+- **Automated Change Tracking**: Required logging of all changes (KSI-CMT-01)
+- **CI/CD Integration**: Automated testing and validation (KSI-CMT-03)
+- **Change Types**: Clear categorization (routine/recurring, administrative, transformative, impact)
+- **Immutable Infrastructure**: Emphasis on cloud-native patterns (KSI-CNA-04)
+
+**What Triggers Notification:**
+- New services/components
+- Architecture changes
+- New vulnerabilities affecting agencies
+- Cryptographic changes
+- Boundary modifications
+
+**Key Requirements:**
+- FRR-SCN-01 through SCN-10: Base notification requirements
+- FRR-SCN-TR-01 through TR-07: Transformative changes
+- KSI-CMT-01 through CMT-05: Change management KSIs
+- KSI-CMT-02: Redeployment procedures""",
+
+        "incident response": """# Incident Response: Rev 4/5 vs 20x
+
+**Rev 4/5 Approach:**
+- Incident response plan in SSP
+- Report to US-CERT within 1 hour
+- Document lessons learned
+- Annual plan testing
+
+**FedRAMP 20x Changes:**
+- **Incident Communications Procedures (ICP)**: Structured communication requirements (FRR-ICP)
+- **FedRAMP Security Inbox**: Central reporting mechanism (FRR-FSI, KSI-AFR-08)
+- **Continuous Logging**: All incidents logged automatically (KSI-INR-02)
+- **After Action Reports**: Required for significant incidents (KSI-INR-03)
+- **Agency Coordination**: Must notify affected agencies
+
+**Reporting Requirements:**
+- Use FedRAMP Security Inbox for all security reports
+- Report within required timeframes based on severity
+- Include impact to Federal Customer Data
+- Coordinate with affected agencies
+
+**Key Requirements:**
+- FRR-ICP-01 through ICP-09: Communication procedures
+- FRR-FSI-01 through FSI-16: Security inbox usage
+- KSI-INR-01 through INR-03: Incident response KSIs
+- KSI-MLA-02: Audit logging"""
+    }
+    
+    area_lower = requirement_area.lower()
+    
+    # Try to match the area
+    for key, comparison in comparisons.items():
+        if key in area_lower or area_lower in key:
+            return comparison
+    
+    # No match found, provide overview
+    return f"""# Rev 4/5 to 20x Comparison
+
+I don't have specific comparison data for "{requirement_area}". 
+
+**Available comparison areas:**
+- continuous monitoring
+- vulnerability management
+- authorization boundary
+- evidence collection
+- change management
+- incident response
+
+**Major Changes Across All Areas:**
+1. **Document-based → API-based**: Everything shifts to machine-readable data
+2. **Annual → Continuous**: Assessment and monitoring are now continuous
+3. **Manual → Automated**: Strong emphasis on automation ("automatically if possible")
+4. **Static → Dynamic**: Support for cloud-native, elastic architectures
+5. **72 Key Security Indicators**: New framework defining what to track
+6. **Collaborative Model**: CSP, agencies, and FedRAMP share data continuously
+
+Try searching with one of the available areas, or use search_requirements to find specific requirements."""
+
+
+
+async def get_implementation_examples_impl(requirement_id: str, data_loader) -> str:
+    """
+    Provide practical implementation examples for a specific requirement.
+    
+    Args:
+        requirement_id: The requirement ID (e.g., "FRR-VDR-01", "KSI-IAM-01")
+    
+    Returns:
+        Practical implementation guidance and examples
+    """
+    examples = {
+        "KSI-IAM-01": """# Implementation Example: KSI-IAM-01 (Phishing-Resistant MFA)
+
+**Requirement:** Implement phishing-resistant multi-factor authentication
+
+**Good Implementations:**
+
+1. **FIDO2/WebAuthn Hardware Keys**
+   ```
+   - YubiKey 5 Series
+   - Google Titan Security Keys
+   - Configuration: Require security key for all privileged access
+   - No SMS or TOTP allowed for admin accounts
+   ```
+
+2. **Platform Authenticators**
+   ```
+   - Windows Hello for Business
+   - Touch ID/Face ID on macOS
+   - Android/iOS biometric authentication
+   ```
+
+3. **Cloud Provider Solutions**
+   ```
+   Azure: Conditional Access with FIDO2 keys (recommended)
+   Microsoft Entra ID: Passwordless authentication
+   Okta: FIDO2 WebAuthn support
+   ```
+
+**Implementation Steps:**
+1. Purchase FIDO2 security keys for all users
+2. Configure IdP (Microsoft Entra ID, Okta, Auth0) for FIDO2
+3. Enroll users with backup keys
+4. Disable SMS/TOTP for privileged accounts
+5. Document in security procedures
+
+**Anti-Patterns (Not Phishing-Resistant):**
+❌ SMS one-time codes
+❌ TOTP apps (Google Authenticator, Authy)
+❌ Email verification codes
+❌ Push notifications without device binding
+
+**Evidence to Collect:**
+- MFA configuration screenshots
+- List of users with security keys
+- IdP audit logs showing FIDO2 usage""",
+
+        "KSI-MLA-01": """# Implementation Example: KSI-MLA-01 (SIEM)
+
+**Requirement:** Implement Security Information and Event Management
+
+**Good Implementations:**
+
+1. **Cloud-Native SIEM**
+   ```
+   Microsoft Sentinel:
+   - Azure-native SIEM/SOAR solution
+   - Integrate with Microsoft Entra ID, Defender for Cloud
+   - Create dashboards for FedRAMP KSIs
+   - Set up analytics rules for security events
+   
+   Splunk Cloud:
+   - Forward all logs via Splunk Universal Forwarder
+   - Create dashboards for FedRAMP KSIs
+   - Set up alerts for security events
+   ```
+
+2. **Log Sources to Include**
+   ```
+   ✓ Application logs (stdout/stderr)
+   ✓ Web server access/error logs
+   ✓ Database audit logs
+   ✓ Cloud provider logs (Azure Activity Log, Azure Resource logs)
+   ✓ Container/Kubernetes logs
+   ✓ Authentication logs (IdP)
+   ✓ Network flow logs
+   ✓ Security tool output (vulnerability scanners)
+   ```
+
+3. **Architecture Example**
+   ```
+   Application → Azure Monitor Agent → Log Analytics → Sentinel
+   Azure Activity Log → Log Analytics → Sentinel
+   Kubernetes (AKS) → Container Insights → Sentinel
+   ```
+
+**Retention Requirements:**
+- Security logs: 1 year minimum
+- Audit logs: Per NARA requirements (usually 3+ years)
+- Configure automated archival to Azure Blob Storage
+
+**Evidence to Collect:**
+- SIEM architecture diagram
+- List of all log sources
+- Retention policy documentation
+- Sample SIEM queries/dashboards""",
+
+        "FRR-VDR-01": """# Implementation Example: FRR-VDR-01 (Vulnerability Detection)
+
+**Requirement:** Implement automated vulnerability detection
+
+**Good Implementations:**
+
+1. **Multi-Layer Scanning**
+   ```
+   Infrastructure: Microsoft Defender for Cloud, Tenable.io, Qualys
+   Container Images: Trivy, Microsoft Defender for Containers, Snyk
+   Code: GitHub Advanced Security, Snyk Code, SonarQube
+   Dependencies: Dependabot, Snyk, WhiteSource
+   ```
+
+2. **Continuous Scanning Pipeline**
+   ```
+   git push → GitHub Actions → 
+     ├─ Trivy scan (container images)
+     ├─ Snyk scan (dependencies)
+     ├─ SonarQube (code quality/security)
+     └─ Block deployment if Critical/High found
+   
+   Production: Tenable.io scans every 24 hours
+   ```
+
+3. **Configuration Example (GitHub Actions)**
+   ```yaml
+   - name: Run Trivy vulnerability scanner
+     uses: aquasecurity/trivy-action@master
+     with:
+       scan-type: 'image'
+       image-ref: ${{ env.IMAGE }}
+       severity: 'CRITICAL,HIGH'
+       exit-code: '1'  # Fail build on findings
+   ```
+
+**Integration with VDR Timeframes:**
+```
+Critical/High → Create ticket automatically
+Auto-assign to security team
+Set due date per FRR-VDR-TF requirements
+Send alert to Slack/PagerDuty
+```
+
+**Evidence to Collect:**
+- Vulnerability scan reports
+- CI/CD pipeline configurations
+- Remediation tracking (Jira/GitHub Issues)
+- Scan frequency proof""",
+
+        "KSI-SVC-06": """# Implementation Example: KSI-SVC-06 (Secret Management)
+
+**Requirement:** Implement secure secret management
+
+**Good Implementations:**
+
+1. **Vault Solutions**
+   ```
+   Azure Key Vault:
+   - Azure-native secret management solution
+   - Integrate with Managed Identity for authentication
+   - Automatic rotation support for Azure services
+   - Audit all access via Azure Monitor
+   
+   HashiCorp Vault:
+   - Store all secrets in Vault
+   - Use Kubernetes auth method
+   - Rotate secrets automatically
+   - Audit all access
+   ```
+
+2. **Application Integration**
+   ```python
+   # Good: Load from Azure Key Vault
+   from azure.identity import DefaultAzureCredential
+   from azure.keyvault.secrets import SecretClient
+   
+   credential = DefaultAzureCredential()
+   client = SecretClient(vault_url="https://myvault.vault.azure.net/", credential=credential)
+   db_password = client.get_secret("prod-db-password").value
+   
+   # Bad: Hardcoded
+   db_password = "MyPassword123"  # ❌ Never do this
+   ```
+
+3. **Kubernetes Example (AKS)**
+   ```yaml
+   # Use Azure Key Vault Provider for Secrets Store CSI Driver
+   apiVersion: secrets-store.csi.x-k8s.io/v1
+   kind: SecretProviderClass
+   metadata:
+     name: azure-keyvault-secrets
+   spec:
+     provider: azure
+     parameters:
+       keyvaultName: "myvault"
+       objects: |
+         array:
+           - |
+             objectName: prod-db-password
+             objectType: secret
+       tenantId: "<tenant-id>"
+   ```
+
+**Anti-Patterns:**
+❌ Secrets in environment variables
+❌ Secrets in source code
+❌ Secrets in container images
+❌ Secrets in ConfigMaps (use Secrets with encryption)
+
+**Evidence to Collect:**
+- Secret manager architecture
+- Rotation policies
+- Access audit logs
+- No secrets in git (use git-secrets, truffleHog)""",
+
+        "FRR-ADS-01": """# Implementation Example: FRR-ADS-01 (Authorization Data Sharing)
+
+**Requirement:** Share authorization data via API
+
+**Good Implementation:**
+
+1. **REST API Design**
+   ```
+   GET /api/v1/authorization-boundary
+   GET /api/v1/vulnerabilities
+   GET /api/v1/ksi-metrics
+   GET /api/v1/incidents
+   GET /api/v1/change-notifications
+   
+   Authentication: OAuth 2.0 or mTLS
+   Format: Machine-readable (JSON/XML required; OSCAL is one optional NIST standard approach)
+   ```
+
+2. **OSCAL Format Example**
+   ```json
+   {
+     "system-security-plan": {
+       "uuid": "...",
+       "metadata": {...},
+       "system-characteristics": {
+         "system-information": {...},
+         "authorization-boundary": {
+           "diagrams": [...],
+           "components": [...]
+         }
+       }
+     }
+   }
+   ```
+
+3. **Architecture**
+   ```
+   FedRAMP Portal ←→ API Gateway ←→ Lambda Functions
+                                  ├─ Read from Databases
+                                  ├─ Query SIEM
+                                  └─ Aggregate KSI data
+   ```
+
+**Data to Expose:**
+- System boundary (OSCAL SSP format)
+- Current vulnerabilities (OSCAL Assessment Results)
+- KSI metrics (JSON)
+- POA&Ms (OSCAL POA&M format)
+- Recent changes/incidents
+
+**Security:**
+- Require mTLS or OAuth 2.0
+- Rate limiting
+- Audit all access
+- Only expose to FedRAMP and authorizing agencies
+
+**Evidence to Collect:**
+- API documentation (OpenAPI/Swagger)
+- Authentication configuration
+- Sample API responses
+- Access logs"""
+    }
+    
+    if requirement_id in examples:
+        return examples[requirement_id]
+    
+    # Try to provide general guidance based on requirement type
+    if "IAM" in requirement_id:
+        return "For IAM requirements, see KSI-IAM-01 example using get_implementation_examples('KSI-IAM-01')"
+    elif "VDR" in requirement_id:
+        return "For VDR requirements, see FRR-VDR-01 example using get_implementation_examples('FRR-VDR-01')"
+    elif "MLA" in requirement_id:
+        return "For monitoring/logging, see KSI-MLA-01 example using get_implementation_examples('KSI-MLA-01')"
+    elif "SVC" in requirement_id:
+        return "For service requirements, see KSI-SVC-06 example using get_implementation_examples('KSI-SVC-06')"
+    elif "ADS" in requirement_id:
+        return "For data sharing, see FRR-ADS-01 example using get_implementation_examples('FRR-ADS-01')"
+    
+    return f"""# Implementation Examples Not Available
+
+I don't have specific implementation examples for {requirement_id} yet.
+
+**Available examples:**
+- KSI-IAM-01: Phishing-resistant MFA
+- KSI-MLA-01: SIEM implementation
+- FRR-VDR-01: Vulnerability scanning
+- KSI-SVC-06: Secret management
+- FRR-ADS-01: Authorization data sharing API
+
+**General Implementation Steps:**
+1. Use get_control('{requirement_id}') to see requirement details
+2. Search for cloud-native implementations of the requirement
+3. Consider automation opportunities ("automatically if possible")
+4. Document your implementation for 3PAO assessment
+5. Set up continuous evidence collection
+
+Use search_requirements to find related requirements."""
+
+
+
+async def check_requirement_dependencies_impl(requirement_id: str, data_loader) -> str:
+    """
+    Show which requirements are related or dependent on a specific requirement.
+    
+    Args:
+        requirement_id: The requirement ID to check dependencies for
+    
+    Returns:
+        List of related and dependent requirements
+    """
+    dependencies = {
+        "FRR-VDR": ["KSI-PIY-03 (Vulnerability Disclosure Program)", "KSI-SVC-07 (Patching)", 
+                    "FRR-FSI (Security Inbox)", "FRR-CCM (Continuous Monitoring)"],
+        "FRR-ADS": ["FRR-KSI (KSI Tracking)", "FRR-CCM (Continuous Monitoring)", 
+                    "All KSI metrics must be shareable via API"],
+        "FRR-CCM": ["FRR-ADS (Data Sharing)", "FRR-PVA (Persistent Validation)", 
+                    "KSI-MLA-01 (SIEM)", "All 72 KSIs"],
+        "FRR-MAS": ["KSI-PIY-01 (Automated Inventory)", "FRR-SCN (Change Notifications)", 
+                    "KSI-CNA-02 (Attack Surface)"],
+        "KSI-MLA-01": ["KSI-MLA-02 through MLA-08 (Related logging requirements)", 
+                       "FRR-CCM (Continuous Monitoring)", "KSI-INR-02 (Incident Logging)"],
+        "KSI-IAM-01": ["KSI-IAM-02 through IAM-07 (Related identity requirements)", 
+                       "KSI-IAM-06 (Suspicious Activity)", "KSI-MLA-02 (Audit Logging)"],
+        "FRR-SCN": ["FRR-MAS (Boundary Changes)", "FRR-VDR (New Vulnerabilities)", 
+                    "KSI-CMT (Change Management)", "FRR-FSI (Notification Channel)"],
+        "FRR-ICP": ["FRR-FSI (Security Inbox)", "KSI-INR (Incident Response)", 
+                    "FRR-VDR (Vulnerability Reporting)"],
+        "FRR-PVA": ["FRR-CCM (Continuous Monitoring)", "KSI-CNA-08 (Persistent Assessment)", 
+                    "All 72 KSIs must be validated continuously"],
+        "KSI-CMT-01": ["KSI-CMT-02 through CMT-05", "FRR-SCN (Change Notifications)", 
+                       "KSI-MLA-02 (Audit Logging)", "KSI-CMT-03 (Automated Testing)"]
+    }
+    
+    # Check for family match
+    for family, deps in dependencies.items():
+        if requirement_id.startswith(family):
+            result = f"# Dependencies for {requirement_id}\n\n"
+            result += f"**Related/Dependent Requirements:**\n\n"
+            for dep in deps:
+                result += f"- {dep}\n"
+            result += f"\n**Implementation Order:**\n"
+            result += f"These requirements should typically be implemented together or in sequence.\n"
+            result += f"\nUse get_control() to see details for each related requirement."
+            return result
+    
+    return f"""# Dependencies for {requirement_id}
+
+No specific dependency mappings available for this requirement.
+
+**General Dependency Patterns:**
+
+**FRR-VDR** (Vulnerability) depends on:
+- Vulnerability scanning tools
+- FedRAMP Security Inbox for reporting
+- Patching processes
+
+**FRR-CCM** (Continuous Monitoring) depends on:
+- Authorization Data Sharing API
+- All 72 KSI metrics
+- SIEM implementation
+
+**FRR-ADS** (Data Sharing) depends on:
+- All requirements generating data
+- API infrastructure
+- OSCAL format adoption
+
+**KSI-* (Key Security Indicators)** depend on:
+- Automated collection tools
+- SIEM/monitoring platform
+- Continuous data pipelines
+
+Use search_requirements to find requirements that mention '{requirement_id}'."""
+
+
+
+async def estimate_implementation_effort_impl(requirement_id: str, data_loader) -> str:
+    """
+    Provide rough effort estimates for implementing a specific requirement.
+    
+    Args:
+        requirement_id: The requirement ID to estimate
+    
+    Returns:
+        Effort estimation and timeline guidance
+    """
+    estimates = {
+        "KSI-IAM-01": """# Effort Estimate: KSI-IAM-01 (Phishing-Resistant MFA)
+
+**Timeline:** 2-4 weeks
+
+**Effort Breakdown:**
+- Planning & key procurement: 3-5 days
+- IdP configuration: 2-3 days
+- User enrollment: 1-2 weeks (depends on user count)
+- Documentation: 2-3 days
+- Testing & validation: 3-5 days
+
+**Team Required:**
+- Identity/Access Management engineer (lead)
+- Security engineer (validation)
+- IT support (user enrollment)
+
+**Costs:**
+- Hardware keys: $20-50 per user
+- IdP licensing: May require higher tier (check current plan)
+- Staff time: ~2-3 person-weeks
+
+**Complexity:** Medium
+**Blocker Risk:** Low - well-established technology""",
+
+        "KSI-MLA-01": """# Effort Estimate: KSI-MLA-01 (SIEM Implementation)
+
+**Timeline:** 6-12 weeks
+
+**Effort Breakdown:**
+- SIEM selection/procurement: 2-3 weeks
+- Architecture design: 1 week
+- Log source integration: 3-4 weeks
+- Dashboard/alert creation: 2-3 weeks
+- Retention configuration: 1 week
+- Documentation: 1 week
+- Testing: 1-2 weeks
+
+**Team Required:**
+- Security engineer (lead)
+- DevOps/SRE (log integration)
+- Cloud architect (design)
+- Application teams (log format standardization)
+
+**Costs:**
+- SIEM licensing: $50K-200K+/year (depends on log volume)
+- Implementation services: $30K-100K (if using vendor)
+- Staff time: ~8-12 person-weeks
+
+**Complexity:** High
+**Blocker Risk:** Medium - requires coordination across teams""",
+
+        "FRR-VDR-01": """# Effort Estimate: FRR-VDR-01 (Vulnerability Detection)
+
+**Timeline:** 4-8 weeks
+
+**Effort Breakdown:**
+- Tool selection: 1-2 weeks
+- Scanner deployment: 1 week
+- CI/CD integration: 2-3 weeks
+- Baseline scan & triage: 2-3 weeks
+- Remediation workflow: 1 week
+- Documentation: 1 week
+
+**Team Required:**
+- Security engineer (lead)
+- DevOps engineer (CI/CD integration)
+- Development team (remediation)
+
+**Costs:**
+- Scanning tools: $10K-50K/year
+- Staff time: ~6-10 person-weeks
+
+**Complexity:** Medium
+**Blocker Risk:** High - initial scan will find many vulnerabilities requiring remediation""",
+
+        "FRR-ADS-01": """# Effort Estimate: FRR-ADS-01 (Authorization Data Sharing API)
+
+**Timeline:** 12-16 weeks
+
+**Effort Breakdown:**
+- API design (OSCAL format): 2-3 weeks
+- Backend development: 4-6 weeks
+- Authentication/authorization: 2 weeks
+- Data aggregation from sources: 3-4 weeks
+- Testing: 2 weeks
+- Documentation: 1-2 weeks
+- FedRAMP review: 2-3 weeks
+
+**Team Required:**
+- Backend developer (lead)
+- Security engineer (authentication)
+- DevOps (deployment)
+- Compliance PM (requirements)
+
+**Costs:**
+- Infrastructure: $500-2000/month
+- Staff time: ~16-20 person-weeks
+
+**Complexity:** High
+**Blocker Risk:** High - requires all other data sources to be ready""",
+
+        "FRR-CCM": """# Effort Estimate: FRR-CCM (Collaborative Continuous Monitoring)
+
+**Timeline:** 16-24 weeks (most complex)
+
+**Effort Breakdown:**
+- Planning & architecture: 3-4 weeks
+- KSI metric collection: 6-8 weeks
+- Data sharing API: 4-6 weeks
+- Quarterly review process: 2 weeks
+- Integration testing: 3-4 weeks
+- Documentation: 2-3 weeks
+
+**Team Required:**
+- Program manager (lead)
+- Security engineers (3-4)
+- DevOps engineers (2-3)
+- Compliance specialist
+
+**Costs:**
+- Tooling: $100K-300K/year
+- Staff time: ~40-50 person-weeks
+
+**Complexity:** Very High
+**Blocker Risk:** High - depends on many other requirements
+
+**Prerequisites:**
+- SIEM (KSI-MLA-01)
+- Vulnerability scanning (FRR-VDR)
+- All 72 KSI collection methods
+- Authorization Data Sharing API (FRR-ADS)"""
+    }
+    
+    # Check for family-level estimates
+    if "CCM" in requirement_id:
+        return estimates.get("FRR-CCM", "See FRR-CCM for family estimate")
+    
+    if requirement_id in estimates:
+        return estimates[requirement_id]
+    
+    # Provide general guidance
+    return f"""# Effort Estimate: {requirement_id}
+
+**General Estimation Factors:**
+
+**Complexity Levels:**
+- **Low (1-3 weeks)**: Configuration changes, policy updates, simple tools
+- **Medium (4-8 weeks)**: Tool implementation, integration work, process changes
+- **High (8-16 weeks)**: Custom development, multiple tool integration, org change
+- **Very High (16+ weeks)**: Platform-wide changes, cultural shifts, complex automation
+
+**Common Time Sinks:**
+- Procurement/vendor selection: Add 2-4 weeks
+- Cross-team coordination: Add 25-50% to estimates
+- Legacy system integration: Add 50-100% to estimates
+- Cultural/process change: Add 2-4 weeks for each team affected
+
+**Available Detailed Estimates:**
+- KSI-IAM-01: MFA (2-4 weeks)
+- KSI-MLA-01: SIEM (6-12 weeks)
+- FRR-VDR-01: Vulnerability scanning (4-8 weeks)
+- FRR-ADS-01: Data sharing API (12-16 weeks)
+- FRR-CCM: Continuous monitoring (16-24 weeks)
+
+Use get_control('{requirement_id}') to understand scope, then estimate based on:
+1. Technical complexity
+2. Organizational readiness
+3. Existing tooling
+4. Team availability"""
+
+
+
+async def get_cloud_native_guidance_impl(technology: str, data_loader) -> str:
+    """
+    Get cloud-native specific guidance for implementing FedRAMP 20x.
+    
+    Args:
+        technology: Cloud-native technology (e.g., "kubernetes", "containers", "serverless", "terraform")
+    
+    Returns:
+        Cloud-native implementation guidance
+    """
+    guidance = {
+        "kubernetes": """# FedRAMP 20x for Kubernetes (AKS)
+
+**Key Requirements:**
+
+**1. Container Scanning (FRR-VDR, KSI-PIY-05)**
+```yaml
+# Scan images in CI/CD
+- name: Scan container image
+  uses: aquasecurity/trivy-action@master
+  with:
+    severity: 'CRITICAL,HIGH'
+    exit-code: '1'
+```
+
+**2. Immutable Infrastructure (KSI-CNA-04)**
+- Use immutable container images
+- Never SSH into pods to make changes
+- Redeploy rather than patch in place
+- Tag images with git commit SHA
+
+**3. Network Policies (KSI-CNA-01, CNA-03)**
+```yaml
+apiVersion: networking.k8s.io/v1
+kind: NetworkPolicy
+metadata:
+  name: deny-all-ingress
+spec:
+  podSelector: {}
+  policyTypes:
+  - Ingress
+  # Then create specific allow rules
+```
+
+**4. Secret Management (KSI-SVC-06)**
+```yaml
+# Use Azure Key Vault Provider for Secrets Store CSI Driver
+apiVersion: secrets-store.csi.x-k8s.io/v1
+kind: SecretProviderClass
+metadata:
+  name: azure-keyvault-secrets
+spec:
+  provider: azure
+  parameters:
+    usePodIdentity: "true"  # Or use Managed Identity
+    keyvaultName: "myvault"
+    objects: |
+      array:
+        - |
+          objectName: db-password
+          objectType: secret
+    tenantId: "<tenant-id>"
+```
+
+**5. Logging (KSI-MLA-01, MLA-02)**
+```bash
+# AKS automatically forwards logs to Azure Monitor/Container Insights
+# Enable Container Insights on your AKS cluster:
+az aks enable-addons -a monitoring -n myAKSCluster -g myResourceGroup
+
+# Logs flow: AKS → Log Analytics → Sentinel
+# Query logs in Log Analytics or Sentinel
+```
+
+**6. Monitoring (KSI-MLA-01, KSI-CNA-08)**
+- Use Azure Monitor for metrics and Container Insights
+- Configure Microsoft Defender for Containers for runtime security
+- Use Azure Policy for Kubernetes admission control
+
+**7. Authorization Boundary (FRR-MAS)**
+Must include:
+- All namespaces
+- Control plane components
+- Ingress controllers
+- Service mesh (if used)
+- CI/CD pipelines that deploy to cluster
+
+**Tools:**
+- Trivy/Snyk: Container scanning
+- Falco: Runtime security
+- OPA/Kyverno: Policy enforcement
+- External Secrets: Secret management
+- Fluent Bit: Log forwarding""",
+
+        "containers": """# FedRAMP 20x for Containers
+
+**Key Requirements:**
+
+**1. Image Scanning (FRR-VDR)**
+```dockerfile
+# Use minimal base images
+FROM cgr.dev/chainguard/python:latest-dev AS builder
+# Better than: FROM python:3.11 (many vulnerabilities)
+
+# Scan in CI/CD
+docker run aquasec/trivy image myapp:latest
+```
+
+**2. Image Signing (KSI-SVC-05, SVC-09)**
+```bash
+# Use Azure Container Registry content trust or Notation
+# Enable content trust in ACR:
+az acr config content-trust update --registry myregistry --status enabled
+
+# Or use Notation with Azure Key Vault:
+notation sign myregistry.azurecr.io/myapp:v1.0.0
+notation verify myregistry.azurecr.io/myapp:v1.0.0
+```
+
+**3. Runtime Security (KSI-CNA-05, CNA-08)**
+- Use minimal base images (distroless, Alpine)
+- Run as non-root user
+- Use read-only root filesystem
+- Drop all capabilities
+
+```dockerfile
+FROM mcr.microsoft.com/cbl-mariner/distroless/minimal:2.0
+USER nonroot:nonroot
+COPY --chown=nonroot:nonroot app /app
+```
+
+**4. Secret Management (KSI-SVC-06)**
+❌ Never bake secrets into images
+❌ Don't use ENV vars for secrets
+✓ Mount secrets at runtime from vault
+✓ Use cloud provider secret services
+
+**5. Logging (KSI-MLA-02)**
+```python
+# Log to stdout/stderr (12-factor)
+import logging
+logging.basicConfig(stream=sys.stdout, level=logging.INFO)
+# Container runtime forwards to SIEM
+```
+
+**6. Patching (KSI-SVC-07)**
+- Rebuild images regularly (weekly minimum)
+- Automate with Renovate/Dependabot
+- Use tag pinning: `image:v1.2.3` not `image:latest`
+
+**Best Practices:**
+- Multi-stage builds to minimize size
+- .dockerignore to prevent secret leakage
+- Scan images before push and on schedule
+- Use private registries with RBAC
+- Implement image promotion (dev → staging → prod)""",
+
+        "serverless": """# FedRAMP 20x for Serverless (Azure Functions, AWS Lambda)
+
+**Key Requirements:**
+
+**1. Function Scanning (FRR-VDR)**
+```yaml
+# Scan dependencies in CI/CD
+- name: Scan Python dependencies
+  run: |
+    pip install safety
+    safety check
+    
+# Scan IaC templates
+- name: Scan Terraform
+  uses: aquasecurity/tfsec-action@v1.0.0
+```
+
+**2. Secret Management (KSI-SVC-06)**
+```python
+# Azure Functions example with Managed Identity
+from azure.identity import DefaultAzureCredential
+from azure.keyvault.secrets import SecretClient
+import azure.functions as func
+
+def main(req: func.HttpRequest) -> func.HttpResponse:
+    # Use Managed Identity - no credentials needed!
+    credential = DefaultAzureCredential()
+    client = SecretClient(
+        vault_url="https://myvault.vault.azure.net/",
+        credential=credential
+    )
+    db_password = client.get_secret("prod-db-password").value
+    # Use password...
+```
+
+**3. Logging (KSI-MLA-01, MLA-02)**
+```python
+import json
+import logging
+import azure.functions as func
+
+def main(req: func.HttpRequest, context: func.Context) -> func.HttpResponse:
+    # Structured logging to Application Insights
+    logging.info(json.dumps({
+        'level': 'INFO',
+        'message': 'Processing request',
+        'invocation_id': context.invocation_id,
+        'user_id': req.params.get('user_id')
+    }))
+    
+    # Logs go to Application Insights → Log Analytics → Sentinel
+```
+
+**4. IAM/Authorization (KSI-IAM-05)**
+```bicep
+// Principle of least privilege with Managed Identity
+resource functionApp 'Microsoft.Web/sites@2022-03-01' = {
+  name: 'myFunctionApp'
+  kind: 'functionapp'
+  identity: {
+    type: 'SystemAssigned'
+  }
+}
+
+// Grant only specific permissions needed
+resource roleAssignment 'Microsoft.Authorization/roleAssignments@2022-04-01' = {
+  scope: storageAccount
+  name: guid(functionApp.id, 'Storage Blob Data Reader')
+  properties: {
+    roleDefinitionId: subscriptionResourceId('Microsoft.Authorization/roleDefinitions', '2a2b9908-6ea1-4ae2-8e65-a410df84e7d1')
+    principalId: functionApp.identity.principalId
+  }
+}
+```
+
+**5. Monitoring (KSI-CNA-08)**
+- Enable Application Insights for tracing
+- Azure Monitor metrics/alerts
+- Integrate with Sentinel (SIEM)
+
+**6. Authorization Boundary (FRR-MAS)**
+Must include:
+- All Azure Functions
+- API Management/Application Gateway
+- Event sources (Service Bus, Event Grid, Blob Storage)
+- Managed Identities
+- Secrets in Key Vault
+
+**7. Change Management (KSI-CMT-03)**
+```yaml
+# Automated testing
+- name: Run tests
+  run: pytest tests/
+  
+- name: Deploy to staging
+  if: success()
+  run: serverless deploy --stage staging
+  
+- name: Run integration tests
+  run: pytest tests/integration/
+  
+- name: Deploy to prod
+  if: success()
+  run: serverless deploy --stage prod
+```
+
+**Best Practices:**
+- Use IaC (Bicep, Terraform, ARM templates)
+- Enable function versioning and deployment slots
+- Implement gradual rollouts with deployment slots
+- Set memory/timeout limits appropriately
+- Use VPC for database access""",
+
+        "terraform": """# FedRAMP 20x for Terraform (IaC)
+
+**Key Requirements:**
+
+**1. Infrastructure as Code (KSI-MLA-05)**
+```hcl
+# Everything in Terraform with Azure Provider
+resource "azurerm_linux_virtual_machine" "web" {
+  name                = "web-server"
+  resource_group_name = azurerm_resource_group.main.name
+  location            = azurerm_resource_group.main.location
+  size                = "Standard_D2s_v3"
+  
+  # Network interface
+  network_interface_ids = [azurerm_network_interface.web.id]
+  
+  # Encrypted OS disk (required for FedRAMP)
+  os_disk {
+    caching              = "ReadWrite"
+    storage_account_type = "Premium_LRS"
+    disk_encryption_set_id = azurerm_disk_encryption_set.main.id
+  }
+  
+  # Boot diagnostics (monitoring)
+  boot_diagnostics {
+    storage_account_uri = azurerm_storage_account.diagnostics.primary_blob_endpoint
+  }
+  
+  source_image_reference {
+    publisher = "Canonical"
+    offer     = "0001-com-ubuntu-server-jammy"
+    sku       = "22_04-lts-gen2"
+    version   = "latest"
+  }
+  
+  tags = {
+    Name        = "web-server"
+    Environment = "production"
+    ManagedBy   = "terraform"
+  }
+}
+```
+
+**2. Configuration Scanning (FRR-VDR, KSI-PIY-05)**
+```yaml
+# GitHub Actions
+- name: tfsec
+  uses: aquasecurity/tfsec-action@v1.0.0
+  
+- name: Checkov
+  uses: bridgecrewio/checkov-action@master
+  
+- name: Terraform validate
+  run: terraform validate
+```
+
+**3. State File Security (KSI-SVC-06)**
+```hcl
+# Remote state with encryption in Azure Storage
+terraform {
+  backend "azurerm" {
+    resource_group_name  = "terraform-state-rg"
+    storage_account_name = "tfstatestorage"
+    container_name       = "tfstate"
+    key                  = "prod.terraform.tfstate"
+    
+    # Enable encryption at rest (automatic with Azure Storage)
+    # Use customer-managed keys for additional security
+    use_azuread_auth = true  # Use Managed Identity
+  }
+}
+```
+
+**4. Automated Inventory (KSI-PIY-01)**
+```bash
+# Terraform maintains inventory
+terraform state list
+terraform show -json | jq '.values.root_module.resources'
+
+# Export to CMDB/asset inventory
+```
+
+**5. Change Management (KSI-CMT-01, FRR-SCN)**
+```yaml
+# Pull request workflow
+- name: Terraform plan
+  run: terraform plan -out=tfplan
+  
+- name: Save plan
+  run: terraform show -json tfplan > plan.json
+  
+- name: Comment PR with changes
+  uses: actions/github-script@v6
+  # Shows what will change before apply
+```
+
+**6. Recommended Secure Configuration (FRR-RSC)**
+```hcl
+# Compliance module
+module "fedramp_baseline" {
+  source = "./modules/fedramp-baseline"
+  
+  # Enforces:
+  # - Encryption at rest
+  # - Encryption in transit
+  # - No public access
+  # - Logging enabled
+  # - Monitoring enabled
+}
+```
+
+**7. Documentation (FRR-MAS, FRR-ADS)**
+```hcl
+# Self-documenting infrastructure
+resource "azurerm_linux_virtual_machine" "web" {
+  # Documentation as code
+  tags = {
+    Name        = "web-server"
+    Description = "Main web application server"
+    DataClass   = "federal-customer-data"
+    Boundary    = "included"
+    Owner       = "engineering@example.com"
+  }
+}
+```
+
+**Best Practices:**
+- Use modules for reusability
+- Enable Terraform Cloud/Enterprise for audit logs
+- Implement policy as code (Sentinel/OPA)
+- Never commit secrets (use data sources)
+- Use workspaces for environments
+- Tag all resources consistently
+
+**Required Tools:**
+- tfsec: Security scanning
+- Checkov: Policy checking
+- Terraform validate: Syntax validation
+- terraform-docs: Auto-generate docs
+- Atlantis: PR automation"""
+    }
+    
+    tech_lower = technology.lower()
+    
+    for key, content in guidance.items():
+        if key in tech_lower or tech_lower in key:
+            return content
+    
+    return f"""# Cloud-Native Guidance
+
+I don't have specific guidance for "{technology}". 
+
+**Available guidance:**
+- kubernetes
+- containers (Docker)
+- serverless (Lambda, Cloud Functions)
+- terraform (Infrastructure as Code)
+
+**General Cloud-Native Principles for FedRAMP 20x:**
+
+1. **Immutable Infrastructure** (KSI-CNA-04)
+   - Deploy, don't modify in place
+   - Infrastructure as Code
+   - Automated builds
+
+2. **Automation** (FRD-ALL-07: "automatically if possible")
+   - CI/CD for all deployments
+   - Automated testing
+   - Automated security scanning
+
+3. **Observability** (KSI-MLA-01)
+   - Centralized logging
+   - Distributed tracing
+   - Metrics collection
+
+4. **Security by Default**
+   - Least privilege IAM
+   - Network segmentation
+   - Encryption everywhere
+
+5. **API-First** (FRR-ADS)
+   - Everything exposed as APIs
+   - Machine-readable configs
+   - Programmatic access
+
+Use search_requirements with your technology name to find specific requirements."""
+
+
+
+async def validate_architecture_impl(architecture_description: str, data_loader) -> str:
+    """
+    Review an architecture description against FedRAMP 20x requirements.
+    
+    Args:
+        architecture_description: Description of your system architecture
+    
+    Returns:
+        Validation results and recommendations
+    """
+    # Analyze the description for key patterns
+    desc_lower = architecture_description.lower()
+    
+    findings = []
+    recommendations = []
+    
+    # Check for key components
+    if "kubernetes" in desc_lower or "k8s" in desc_lower or "aks" in desc_lower:
+        findings.append("✓ Kubernetes/AKS detected - ensure KSI-CNA-04 (Immutable Infrastructure) compliance")
+        recommendations.append("Implement network policies (KSI-CNA-01) and Azure Policy for AKS")
+    
+    if "lambda" in desc_lower or "serverless" in desc_lower or "azure functions" in desc_lower or "function app" in desc_lower:
+        findings.append("✓ Serverless detected - ensure function-level identity/RBAC (KSI-IAM-05)")
+        recommendations.append("Enable Application Insights and forward logs to Sentinel (SIEM)")
+    
+    if "database" in desc_lower or "rds" in desc_lower or "postgres" in desc_lower or "azure sql" in desc_lower or "cosmos" in desc_lower:
+        findings.append("✓ Database detected - ensure encryption at rest and in transit (TDE for Azure SQL)")
+        recommendations.append("Verify audit logging enabled (KSI-MLA-02) and backed up (KSI-RPL-03)")
+    
+    if "api" in desc_lower or "rest" in desc_lower:
+        findings.append("✓ API detected - consider for Authorization Data Sharing (FRR-ADS)")
+        recommendations.append("Implement OAuth 2.0 or mTLS authentication")
+    
+    # Check for security concerns
+    concerns = []
+    
+    if "public" in desc_lower and "internet" in desc_lower:
+        concerns.append("⚠ Public internet exposure detected - ensure WAF and DDoS protection")
+        concerns.append("⚠ Review KSI-CNA-01 (Restrict Network Traffic) carefully")
+    
+    if "ssh" in desc_lower or "bastion" in desc_lower:
+        concerns.append("⚠ SSH access detected - consider Session Manager instead")
+        concerns.append("⚠ If SSH required, ensure phishing-resistant MFA (KSI-IAM-01)")
+    
+    if "password" in desc_lower or "credentials" in desc_lower:
+        concerns.append("⚠ Credential management mentioned - ensure secret manager (KSI-SVC-06)")
+    
+    # Check for missing components
+    missing = []
+    
+    if "log" not in desc_lower and "siem" not in desc_lower:
+        missing.append("❌ No logging/SIEM mentioned - required by KSI-MLA-01")
+    
+    if "monitor" not in desc_lower:
+        missing.append("❌ No monitoring mentioned - required by FRR-CCM")
+    
+    if "backup" not in desc_lower:
+        missing.append("❌ No backup mentioned - required by KSI-RPL-03")
+    
+    if "vulnerability" not in desc_lower and "scan" not in desc_lower:
+        missing.append("❌ No vulnerability scanning mentioned - required by FRR-VDR")
+    
+    # Build result
+    result = f"# Architecture Validation Results\n\n"
+    
+    if findings:
+        result += "## Components Identified\n\n"
+        for finding in findings:
+            result += f"{finding}\n"
+        result += "\n"
+    
+    if concerns:
+        result += "## Security Concerns\n\n"
+        for concern in concerns:
+            result += f"{concern}\n"
+        result += "\n"
+    
+    if missing:
+        result += "## Missing Components\n\n"
+        for item in missing:
+            result += f"{item}\n"
+        result += "\n"
+    
+    if recommendations:
+        result += "## Recommendations\n\n"
+        for rec in recommendations:
+            result += f"• {rec}\n"
+        result += "\n"
+    
+    result += """## Key Areas to Address
+
+**1. Authorization Boundary (FRR-MAS)**
+- Document all components processing Federal Customer Data
+- Include dev/staging if they use prod data
+- Include all third-party services
+
+**2. Continuous Monitoring (FRR-CCM)**
+- SIEM for centralized logging
+- Vulnerability scanning (automated)
+- KSI metric collection
+
+**3. Data Sharing (FRR-ADS)**
+- API for sharing authorization data
+- Machine-readable format required (JSON/XML); OSCAL is one optional NIST standard approach
+- OAuth 2.0 or mTLS authentication
+
+**4. Key Security Indicators**
+- Track all 72 KSIs continuously
+- Automate collection where possible
+- Integrate with SIEM/monitoring
+
+Use search_requirements and get_implementation_examples for specific requirements."""
+    
+    return result
+
+
+
+async def get_ksi_implementation_matrix_impl(ksi_family: str, data_loader) -> str:
+    """
+    Get implementation matrix showing all KSIs in a family with Azure services, effort, and priority.
+    
+    Provides engineers with a high-level view of what needs to be implemented for a KSI family,
+    including recommended Azure services, complexity, and suggested implementation order.
+    
+    Args:
+        ksi_family: KSI family code (e.g., "IAM", "MLA", "CNA", "AFR", "SVC", "RPL", "TPR", "INR", "PIY", "CMT")
+    
+    Returns:
+        Implementation matrix with all KSIs in the family
+    """
+    await data_loader.load_data()
+    
+    family_upper = ksi_family.upper()
+    
+    # Get all KSIs for this family
+    all_ksis = data_loader.list_all_ksi()
+    family_ksis = [k for k in all_ksis if k.get('id', '').startswith(f'KSI-{family_upper}-')]
+    
+    if not family_ksis:
+        available_families = sorted(set(k.get('id', '').split('-')[1] for k in all_ksis if '-' in k.get('id', '')))
+        return f"""No KSIs found for family '{ksi_family}'.
+
+**Available KSI Families:**
+{', '.join(available_families)}
+
+Use get_ksi_implementation_matrix with one of the above family codes."""
+    
+    family_name_map = {
+        'IAM': 'Identity and Access Management',
+        'MLA': 'Monitoring, Logging, and Auditing',
+        'AFR': 'Automated Findings and Remediation',
+        'CNA': 'Cloud-Native Architecture',
+        'SVC': 'Service Management',
+        'RPL': 'Recovery and Planning',
+        'TPR': 'Third-Party Risk',
+        'INR': 'Incident Response',
+        'PIY': 'Privacy and Inventory',
+        'CMT': 'Change Management and Testing'
+    }
+    
+    azure_services_map = {
+        'IAM': ['Microsoft Entra ID', 'Conditional Access', 'Privileged Identity Management', 'Azure RBAC', 'Microsoft Entra ID Protection'],
+        'MLA': ['Azure Monitor', 'Log Analytics', 'Microsoft Sentinel', 'Application Insights', 'Azure Policy', 'Azure Automation'],
+        'AFR': ['Microsoft Defender for Cloud', 'Microsoft Defender for Containers', 'Azure Policy', 'Azure Security Center', 'GitHub Advanced Security'],
+        'CNA': ['Azure Kubernetes Service', 'Azure Container Registry', 'Azure Policy for AKS', 'Azure Firewall', 'Azure Virtual Network'],
+        'SVC': ['Azure Key Vault', 'Azure Automation', 'Azure Update Management', 'Azure Backup', 'Azure Monitor'],
+        'RPL': ['Azure Backup', 'Azure Site Recovery', 'Azure Blob Storage', 'Recovery Services Vault', 'Azure Policy'],
+        'TPR': ['Microsoft Purview', 'Azure Policy', 'Microsoft Defender for Cloud', 'Azure Security Center'],
+        'INR': ['Microsoft Sentinel', 'Azure Logic Apps', 'Azure Monitor', 'Microsoft Defender XDR', 'Azure Automation'],
+        'PIY': ['Microsoft Purview', 'Azure Resource Graph', 'Azure Policy', 'Microsoft Defender for Cloud', 'Azure Automation'],
+        'CMT': ['Azure DevOps', 'GitHub Actions', 'Azure Policy', 'Azure Monitor', 'Azure Automation', 'Azure Resource Manager']
+    }
+    
+    complexity_map = {
+        'KSI-IAM-01': 'Medium', 'KSI-IAM-02': 'Medium', 'KSI-IAM-03': 'Low', 'KSI-IAM-04': 'Low', 'KSI-IAM-05': 'Medium', 'KSI-IAM-06': 'High', 'KSI-IAM-07': 'Medium',
+        'KSI-MLA-01': 'High', 'KSI-MLA-02': 'High', 'KSI-MLA-03': 'Medium', 'KSI-MLA-04': 'Medium', 'KSI-MLA-05': 'High', 'KSI-MLA-06': 'Low', 'KSI-MLA-07': 'Low', 'KSI-MLA-08': 'Medium',
+        'KSI-AFR-01': 'Medium', 'KSI-AFR-02': 'High', 'KSI-AFR-03': 'Medium', 'KSI-AFR-04': 'Medium', 'KSI-AFR-05': 'Low',
+        'KSI-CNA-01': 'Medium', 'KSI-CNA-02': 'Low', 'KSI-CNA-03': 'Medium', 'KSI-CNA-04': 'High', 'KSI-CNA-05': 'Medium', 'KSI-CNA-06': 'High', 'KSI-CNA-07': 'Medium', 'KSI-CNA-08': 'High',
+        'KSI-SVC-01': 'Medium', 'KSI-SVC-02': 'Medium', 'KSI-SVC-03': 'Medium', 'KSI-SVC-04': 'High', 'KSI-SVC-05': 'High', 'KSI-SVC-06': 'High', 'KSI-SVC-07': 'Medium', 'KSI-SVC-08': 'Low', 'KSI-SVC-09': 'Medium',
+        'KSI-RPL-01': 'Medium', 'KSI-RPL-02': 'Medium', 'KSI-RPL-03': 'High', 'KSI-RPL-04': 'Medium',
+        'KSI-TPR-01': 'Low', 'KSI-TPR-02': 'Medium', 'KSI-TPR-03': 'Medium', 'KSI-TPR-04': 'High',
+        'KSI-INR-01': 'Medium', 'KSI-INR-02': 'Medium', 'KSI-INR-03': 'Low',
+        'KSI-PIY-01': 'High', 'KSI-PIY-02': 'Medium', 'KSI-PIY-03': 'Low', 'KSI-PIY-04': 'Medium', 'KSI-PIY-05': 'Medium',
+        'KSI-CMT-01': 'High', 'KSI-CMT-02': 'Medium', 'KSI-CMT-03': 'High', 'KSI-CMT-04': 'Medium', 'KSI-CMT-05': 'Low'
+    }
+    
+    priority_map = {
+        'KSI-IAM-01': 'Critical', 'KSI-MLA-01': 'Critical', 'KSI-MLA-02': 'Critical', 'KSI-AFR-01': 'Critical', 'KSI-SVC-06': 'Critical',
+        'KSI-IAM-02': 'High', 'KSI-IAM-05': 'High', 'KSI-CNA-04': 'High', 'KSI-CNA-08': 'High', 'KSI-RPL-03': 'High', 'KSI-PIY-01': 'High', 'KSI-CMT-01': 'High', 'KSI-CMT-03': 'High',
+    }
+    
+    family_name = family_name_map.get(family_upper, family_upper)
+    azure_services = azure_services_map.get(family_upper, ['Microsoft Entra ID', 'Azure Monitor', 'Azure Policy'])
+    
+    result = f"""# {family_upper} Implementation Matrix: {family_name}
+
+## Overview
+
+**KSI Count:** {len(family_ksis)} KSIs in this family
+**Recommended Azure Services:**
+"""
+    
+    for service in azure_services:
+        result += f"- {service}\n"
+    
+    result += f"""
+
+## Implementation Matrix
+
+| KSI ID | Name | Complexity | Priority | Estimated Effort |
+|--------|------|------------|----------|------------------|
+"""
+    
+    for ksi in sorted(family_ksis, key=lambda x: x.get('id', '')):
+        ksi_id = ksi.get('id', 'N/A')
+        name = ksi.get('name', 'N/A')
+        complexity = complexity_map.get(ksi_id, 'Medium')
+        priority = priority_map.get(ksi_id, 'Medium')
+        
+        effort_map = {
+            'Low': '1-2 weeks',
+            'Medium': '3-4 weeks',
+            'High': '6-8 weeks'
+        }
+        effort = effort_map.get(complexity, '3-4 weeks')
+        
+        result += f"| {ksi_id} | {name[:40]}... | {complexity} | {priority} | {effort} |\n"
+    
+    result += f"""
+
+## Suggested Implementation Order
+
+### Phase 1: Foundation (Critical Priority)
+"""
+    
+    critical = [k for k in family_ksis if priority_map.get(k.get('id'), 'Medium') == 'Critical']
+    if critical:
+        for ksi in critical:
+            result += f"1. **{ksi.get('id')}**: {ksi.get('name')}\n"
+    else:
+        result += "*No critical priority items in this family*\n"
+    
+    result += f"""
+
+### Phase 2: Core Capabilities (High Priority)
+"""
+    
+    high = [k for k in family_ksis if priority_map.get(k.get('id'), 'Medium') == 'High']
+    if high:
+        for ksi in high:
+            result += f"- {ksi.get('id')}: {ksi.get('name')}\n"
+    else:
+        result += "*High priority items should be addressed after critical items*\n"
+    
+    result += f"""
+
+### Phase 3: Complete Coverage (Medium/Low Priority)
+*Implement remaining KSIs for full compliance*
+
+## Quick Start Guide
+
+### 1. Set Up Azure Infrastructure
+```bash
+# Create resource group for {family_upper} resources
+az group create --name rg-fedramp-{family_upper.lower()} --location eastus
+
+# Deploy monitoring/logging infrastructure
+az deployment group create \\
+    --resource-group rg-fedramp-{family_upper.lower()} \\
+    --template-file infrastructure.bicep
+```
+
+### 2. Configure Azure Services
+"""
+    
+    for i, service in enumerate(azure_services[:3], 1):
+        result += f"{i}. Configure {service}\n"
+    
+    result += f"""
+
+### 3. Implement Evidence Collection
+```python
+# Use provided code templates
+# Example: Collect {family_upper} evidence
+python collect_{family_upper.lower()}_evidence.py
+```
+
+### 4. Test and Validate
+- Verify all KSIs can be demonstrated
+- Ensure evidence collection is automated
+- Test integration with Authorization Data Sharing API
+
+## Key Dependencies
+
+**Prerequisites:**
+- Azure subscription with appropriate permissions
+- Microsoft Entra ID tenant
+- Log Analytics workspace
+- Azure Key Vault for secrets
+
+**Related Requirements:**
+- FRR-CCM: Continuous monitoring
+- FRR-ADS: Authorization data sharing
+- FRR-KSI: KSI tracking requirements
+
+## Common Challenges
+
+### Challenge 1: Data Collection Frequency
+**Solution:** Use Azure Functions with timer triggers for automated collection
+
+### Challenge 2: Cross-Service Integration
+**Solution:** Use Managed Identities for service-to-service authentication
+
+### Challenge 3: Evidence Retention
+**Solution:** Azure Blob Storage with immutability policies
+
+## Detailed Implementation
+
+For detailed implementation of specific KSIs:
+- Use `get_implementation_examples("KSI-{family_upper}-##")` for code examples
+- Use `get_infrastructure_code_for_ksi("KSI-{family_upper}-##")` for IaC templates
+- Use `generate_implementation_checklist("KSI-{family_upper}-##")` for step-by-step guide
+- Use `generate_implementation_questions("KSI-{family_upper}-##")` for planning discussions
+
+## Resources
+
+- **Azure Documentation:** https://learn.microsoft.com/azure/
+- **FedRAMP 20x Docs:** https://github.com/FedRAMP/docs
+- **NIST 800-53:** https://csrc.nist.gov/publications/detail/sp/800-53/rev-5/final
+
+*Generated by FedRAMP 20x MCP Server - KSI Implementation Matrix Tool*
+"""
+    
+    return result
+
+
+
+async def generate_implementation_checklist_impl(ksi_id: str, data_loader) -> str:
+    """
+    Generate actionable implementation checklist for a specific KSI.
+    
+    Provides engineers with a step-by-step checklist for implementing a KSI,
+    including Azure service setup, code deployment, testing, and evidence collection.
+    
+    Args:
+        ksi_id: The KSI identifier (e.g., "KSI-IAM-01", "KSI-MLA-01")
+    
+    Returns:
+        Detailed implementation checklist with Azure-specific steps
+    """
+    await data_loader.load_data()
+    
+    ksi = data_loader.get_ksi(ksi_id)
+    if not ksi:
+        return f"KSI '{ksi_id}' not found. Use list_ksi to see all available KSIs."
+    
+    ksi_name = ksi.get('name', 'N/A')
+    ksi_description = ksi.get('description', 'N/A')
+    category = ksi.get('category', 'N/A')
+    
+    result = f"""# Implementation Checklist: {ksi_id}
+
+## {ksi_name}
+
+**Category:** {category}
+**Description:** {ksi_description}
+
+---
+
+## Pre-Implementation Checklist
+
+### Prerequisites
+- [ ] Azure subscription with Owner or Contributor role
+- [ ] Microsoft Entra ID Global Administrator access (if IAM changes needed)
+- [ ] Azure CLI installed and authenticated (`az login`)
+- [ ] Development environment set up (VS Code, Azure extensions)
+- [ ] Git repository for Infrastructure as Code
+
+### Planning
+- [ ] Read FedRAMP 20x requirement for {ksi_id}
+- [ ] Identify which systems/services are in scope
+- [ ] Review related KSIs and requirements
+- [ ] Determine evidence collection frequency
+- [ ] Get stakeholder approval for implementation approach
+
+### Resource Preparation
+- [ ] Create resource group: `rg-fedramp-{ksi_id.lower().replace('-', '')}`
+- [ ] Set up Azure Key Vault for secrets
+- [ ] Create Log Analytics workspace (if not already exists)
+- [ ] Set up Azure Blob Storage for evidence
+
+---
+
+## Implementation Steps
+
+### Step 1: Infrastructure Deployment
+
+**1.1 Create IaC Templates**
+- [ ] Generate Bicep template: `get_infrastructure_code_for_ksi("{ksi_id}", "bicep")`
+- [ ] Review and customize template for your environment
+- [ ] Add to git repository
+- [ ] Create parameters file with environment-specific values
+
+**1.2 Deploy Infrastructure**
+```bash
+# Create resource group
+az group create \\
+    --name rg-fedramp-{ksi_id.lower()} \\
+    --location eastus
+
+# Deploy Bicep template
+az deployment group create \\
+    --resource-group rg-fedramp-{ksi_id.lower()} \\
+    --template-file main.bicep \\
+    --parameters @parameters.json
+
+# Verify deployment
+az deployment group show \\
+    --resource-group rg-fedramp-{ksi_id.lower()} \\
+    --name main
+```
+
+- [ ] Infrastructure deployed successfully
+- [ ] All resources visible in Azure Portal
+- [ ] No deployment errors or warnings
+
+### Step 2: Azure Service Configuration
+
+"""
+    
+    # Add family-specific configuration steps
+    family = ksi_id.split('-')[1] if '-' in ksi_id else ''
+    
+    if family == 'IAM':
+        result += """**2.1 Configure Microsoft Entra ID**
+- [ ] Enable Conditional Access policies
+- [ ] Configure MFA settings (phishing-resistant required)
+- [ ] Set up Privileged Identity Management (PIM) for admin roles
+- [ ] Configure Azure RBAC for least privilege
+- [ ] Enable Identity Protection
+
+**2.2 Set Up Monitoring**
+- [ ] Enable diagnostic settings for Entra ID
+- [ ] Forward sign-in logs to Log Analytics
+- [ ] Forward audit logs to Log Analytics
+- [ ] Configure alerts for suspicious activity
+
+"""
+    elif family == 'MLA':
+        result += """**2.1 Configure Azure Monitor & Sentinel**
+- [ ] Deploy Microsoft Sentinel workspace
+- [ ] Enable all relevant data connectors
+- [ ] Configure log retention (1 year minimum)
+- [ ] Set up Log Analytics workspace
+- [ ] Enable diagnostic settings for all Azure resources
+
+**2.2 Configure Logging**
+- [ ] Configure Application Insights for applications
+- [ ] Set up diagnostic settings for each resource
+- [ ] Forward logs to Log Analytics
+- [ ] Configure log retention policies
+- [ ] Test log ingestion
+
+"""
+    elif family == 'AFR':
+        result += """**2.1 Configure Microsoft Defender**
+- [ ] Enable Microsoft Defender for Cloud
+- [ ] Enable Defender for Containers
+- [ ] Enable Defender for Servers
+- [ ] Configure vulnerability assessment
+- [ ] Set up security recommendations
+
+**2.2 Configure Vulnerability Scanning**
+- [ ] Enable Microsoft Defender for Container Registries
+- [ ] Configure GitHub Advanced Security (if using GitHub)
+- [ ] Set up CI/CD pipeline scanning
+- [ ] Configure scan frequency
+- [ ] Set up alerting for findings
+
+"""
+    elif family == 'SVC':
+        result += """**2.1 Configure Azure Key Vault**
+- [ ] Deploy Azure Key Vault
+- [ ] Configure access policies or RBAC
+- [ ] Enable soft delete and purge protection
+- [ ] Configure diagnostic logging
+- [ ] Set up secret rotation policies
+
+**2.2 Configure Automation**
+- [ ] Create Azure Automation account
+- [ ] Set up Managed Identity
+- [ ] Configure runbooks for secret rotation
+- [ ] Test automation workflows
+- [ ] Configure schedules
+
+"""
+    else:
+        result += """**2.1 Configure Azure Services**
+- [ ] Deploy required Azure services
+- [ ] Configure service-specific settings
+- [ ] Enable diagnostic logging
+- [ ] Set up Managed Identities
+- [ ] Configure networking and security
+
+**2.2 Set Up Monitoring**
+- [ ] Enable Azure Monitor
+- [ ] Configure Log Analytics workspace
+- [ ] Set up alerting rules
+- [ ] Configure dashboards
+- [ ] Test data collection
+
+"""
+    
+    result += f"""### Step 3: Code Deployment
+
+**3.1 Generate Evidence Collection Code**
+- [ ] Generate code template: `get_evidence_collection_code("{ksi_id}", "python")`
+- [ ] Review and customize for your environment
+- [ ] Add to git repository
+- [ ] Set up CI/CD pipeline
+
+**3.2 Deploy Collection Function**
+```bash
+# Deploy Azure Function
+func azure functionapp publish func-{ksi_id.lower()}-collector
+
+# Verify deployment
+az functionapp show \\
+    --name func-{ksi_id.lower()}-collector \\
+    --resource-group rg-fedramp-{ksi_id.lower()}
+
+# Test function
+curl https://func-{ksi_id.lower()}-collector.azurewebsites.net/api/health
+```
+
+- [ ] Function deployed successfully
+- [ ] Function app is running
+- [ ] Managed Identity configured
+- [ ] Application Insights enabled
+
+**3.3 Configure Collection Schedule**
+- [ ] Set up timer trigger (daily/weekly based on requirement)
+- [ ] Configure retry policies
+- [ ] Set up error alerting
+- [ ] Test scheduled execution
+
+### Step 4: Testing & Validation
+
+**4.1 Unit Testing**
+- [ ] Test evidence collection logic
+- [ ] Test data formatting
+- [ ] Test error handling
+- [ ] Test authentication (Managed Identity)
+- [ ] All tests passing
+
+**4.2 Integration Testing**
+- [ ] Test end-to-end evidence collection
+- [ ] Verify evidence stored correctly in Blob Storage
+- [ ] Test evidence retrieval
+- [ ] Verify evidence format (JSON/OSCAL)
+- [ ] Test API integration (if applicable)
+
+**4.3 Compliance Validation**
+- [ ] Evidence demonstrates compliance with {ksi_id}
+- [ ] Evidence is complete and accurate
+- [ ] Evidence collection is automated
+- [ ] Evidence retention meets requirements (1+ years)
+- [ ] Evidence is accessible via API (FRR-ADS)
+
+**4.4 Security Testing**
+- [ ] No secrets in code or logs
+- [ ] All secrets stored in Azure Key Vault
+- [ ] Managed Identity working correctly
+- [ ] Least privilege access configured
+- [ ] Network security properly configured
+
+### Step 5: Documentation
+
+**5.1 Technical Documentation**
+- [ ] Architecture diagram created
+- [ ] Data flow diagram created
+- [ ] Infrastructure documented (IaC in git)
+- [ ] API documentation (if applicable)
+- [ ] Runbook for troubleshooting
+
+**5.2 Compliance Documentation**
+- [ ] Control implementation statement written
+- [ ] Evidence collection procedure documented
+- [ ] Add to System Security Plan (SSP)
+- [ ] Update Authorization Boundary diagram
+- [ ] Document in Configuration Management Plan
+
+**5.3 Operational Documentation**
+- [ ] Daily operations runbook
+- [ ] Escalation procedures
+- [ ] Backup and recovery procedures
+- [ ] Contact information for support
+
+### Step 6: Evidence Collection Setup
+
+**6.1 Configure Evidence Storage**
+- [ ] Blob Storage container created
+- [ ] Immutability policy configured
+- [ ] Lifecycle management configured
+- [ ] Access policies configured
+- [ ] Encryption verified
+
+**6.2 Test Evidence Collection**
+```bash
+# Manually trigger collection
+az functionapp function invoke \\
+    --name func-{ksi_id.lower()}-collector \\
+    --function-name CollectEvidence \\
+    --resource-group rg-fedramp-{ksi_id.lower()}
+
+# Verify evidence stored
+az storage blob list \\
+    --account-name st{ksi_id.lower().replace('-', '')}evidence \\
+    --container-name evidence
+```
+
+- [ ] Evidence collection executed successfully
+- [ ] Evidence file created in Blob Storage
+- [ ] Evidence contains expected data
+- [ ] Evidence format is correct
+
+**6.3 Set Up Evidence Monitoring**
+- [ ] Configure alerts for collection failures
+- [ ] Create dashboard for collection status
+- [ ] Set up weekly evidence review
+- [ ] Document evidence access procedures
+
+### Step 7: Integration with FRR-ADS
+
+**7.1 API Setup**
+- [ ] Expose evidence via Authorization Data Sharing API
+- [ ] Configure authentication (OAuth 2.0 or mTLS)
+- [ ] Test API endpoints
+- [ ] Document API for FedRAMP PMO
+- [ ] Provide API credentials to authorized users
+
+**7.2 API Testing**
+- [ ] Test GET requests for evidence
+- [ ] Test authentication
+- [ ] Test rate limiting
+- [ ] Test error handling
+- [ ] All API tests passing
+
+---
+
+## Post-Implementation Checklist
+
+### Monitoring & Maintenance
+- [ ] Set up alerts for collection failures
+- [ ] Configure weekly evidence reviews
+- [ ] Schedule quarterly access reviews
+- [ ] Plan for infrastructure updates
+- [ ] Document lessons learned
+
+### Compliance Validation
+- [ ] Internal audit completed
+- [ ] All evidence requirements met
+- [ ] Documentation complete and approved
+- [ ] 3PAO review scheduled (if applicable)
+- [ ] Stakeholders notified of completion
+
+### Continuous Improvement
+- [ ] Monitor collection performance
+- [ ] Optimize collection efficiency
+- [ ] Address any gaps identified
+- [ ] Update documentation as needed
+- [ ] Plan for future enhancements
+
+---
+
+## Troubleshooting Common Issues
+
+### Issue: Evidence collection failing
+**Troubleshooting steps:**
+1. Check Azure Function logs in Application Insights
+2. Verify Managed Identity has correct permissions
+3. Test connectivity to data sources
+4. Check for API rate limiting
+5. Review error messages in logs
+
+### Issue: Evidence format incorrect
+**Troubleshooting steps:**
+1. Review evidence specification
+2. Check data transformation logic
+3. Validate against OSCAL schema (if using OSCAL)
+4. Test with sample data
+5. Review FedRAMP requirements
+
+### Issue: API authentication failing
+**Troubleshooting steps:**
+1. Verify credentials/tokens
+2. Check token expiration
+3. Review access policies
+4. Test authentication independently
+5. Check network connectivity
+
+---
+
+## Success Criteria
+
+✅ All checklist items completed
+✅ Evidence collected automatically on schedule
+✅ Evidence demonstrates compliance with {ksi_id}
+✅ Documentation complete and approved
+✅ Team trained on operation and troubleshooting
+✅ Integration with FRR-ADS API working
+✅ Monitoring and alerting configured
+✅ Internal audit passed
+
+---
+
+## Next Steps
+
+1. **Mark completion:** Update project tracker with completion status
+2. **Schedule review:** Set up quarterly review of implementation
+3. **Train team:** Ensure all team members understand operations
+4. **Document lessons:** Capture lessons learned for future KSIs
+5. **Move to next KSI:** Use `get_ksi_implementation_matrix` to identify next priority
+
+---
+
+## Related Tools
+
+- `get_implementation_examples("{ksi_id}")` - Get code examples
+- `get_infrastructure_code_for_ksi("{ksi_id}")` - Get IaC templates
+- `get_evidence_collection_code("{ksi_id}")` - Get collection code
+- `generate_implementation_questions("{ksi_id}")` - Planning questions
+- `get_cloud_native_guidance("azure")` - Azure-specific guidance
+
+*Generated by FedRAMP 20x MCP Server - Implementation Checklist Tool*
+"""
+    
+    return result
+
+
+
+async def generate_implementation_questions_impl(requirement_id: str, data_loader) -> str:
+    """
+    Generate strategic interview questions for product managers and engineers.
+    
+    Helps teams think through FedRAMP 20x implementation considerations by providing
+    thoughtful questions about architecture, operations, compliance, and trade-offs.
+    
+    Works with both requirements (e.g., "FRR-CCM-01") and KSIs (e.g., "KSI-IAM-01").
+    
+    Args:
+        requirement_id: The requirement or KSI ID to generate questions for
+    
+    Returns:
+        Strategic questions organized by stakeholder role and concern area
+    """
+    await data_loader.load_data()
+    
+    # Try to get as requirement first, then as KSI
+    item = data_loader.get_control(requirement_id)
+    if not item:
+        item = data_loader.get_ksi(requirement_id)
+    
+    if not item:
+        return f"Requirement or KSI '{requirement_id}' not found. Please check the ID format (e.g., 'FRR-CCM-01' or 'KSI-IAM-01')."
+    
+    title = item.get('title', item.get('name', 'N/A'))
+    description = item.get('description', item.get('statement', 'N/A'))
+    family = item.get('family', 'N/A')
+    
+    result = f"""# Implementation Questions for {requirement_id}
+
+## Requirement Overview
+**Title:** {title}
+**Family:** {family}
+**Description:** {description}
+
+---
+
+## Strategic Questions for Product Managers
+
+### Business & Risk Perspective:
+1. **Business Impact**: How will implementing this requirement affect our product roadmap and time-to-market?
+   
+2. **Customer Value**: Which of our federal customers will benefit most from this compliance capability?
+   
+3. **Competitive Position**: How does implementing this requirement differentiate us in the FedRAMP marketplace?
+   
+4. **Resource Allocation**: What trade-offs are we making by prioritizing this requirement over other features?
+   
+5. **Cost-Benefit**: What's the total cost of ownership (TCO) for implementing and maintaining this control long-term?
+
+### Planning & Prioritization:
+6. **Dependencies**: What other requirements or KSIs must be implemented before this one?
+   
+7. **Phasing**: Should this be implemented in phases, or does it require a complete solution from day one?
+   
+8. **Quick Wins**: Are there interim measures we can implement to partially satisfy this requirement faster?
+   
+9. **Vendor Support**: Do Azure or Microsoft 365 services already provide capabilities we can leverage?
+   
+10. **Documentation**: What policy and procedure documentation will we need to create and maintain?
+
+---
+
+## Technical Questions for Engineers
+
+### Architecture & Design:
+11. **System Design**: How does this requirement influence our overall system architecture?
+    
+12. **Azure Services**: Which Azure or Microsoft 365 services can help us meet this requirement natively?
+    
+13. **Automation**: What aspects of this requirement can be automated vs. require manual processes?
+    
+14. **Scalability**: Will our implementation scale as our customer base and data volumes grow?
+    
+15. **Performance**: What performance impacts should we expect from implementing this control?
+
+### Implementation Details:
+16. **Integration**: How does this integrate with our existing security and compliance infrastructure?
+    
+17. **Configuration**: What configuration management is needed to maintain consistency across environments?
+    
+18. **Monitoring**: How will we monitor and alert on compliance status for this requirement?
+    
+19. **Testing**: How can we test that this control is working effectively? What does "good" look like?
+    
+20. **Evidence**: What evidence needs to be collected, and how will we automate its collection?
+
+### Operations & Maintenance:
+21. **Day-to-Day**: What are the ongoing operational tasks required to maintain this control?
+    
+22. **Troubleshooting**: What failure modes should we anticipate, and how will we diagnose issues?
+    
+23. **Updates**: How will updates to Azure services or our application affect this control?
+    
+24. **Disaster Recovery**: How does this requirement fit into our disaster recovery and business continuity plans?
+    
+25. **Technical Debt**: What technical debt might we accumulate with a quick implementation vs. a more robust solution?
+
+---
+
+## Cross-Functional Questions
+
+### Security & Compliance:
+26. **Defense in Depth**: How does this control work with other controls to provide defense in depth?
+    
+27. **Audit Trail**: What audit trails are required, and how long must we retain them?
+    
+28. **Access Control**: Who needs access to configure, monitor, or modify this control?
+    
+29. **Incident Response**: How does this requirement impact our incident response procedures?
+    
+30. **Continuous Monitoring**: How will we continuously validate compliance with this requirement?
+
+### User Experience:
+31. **User Impact**: Will implementing this requirement affect user experience or workflows?
+    
+32. **Training**: What training will users or administrators need for this control?
+    
+33. **Communication**: How should we communicate changes to customers and stakeholders?
+    
+34. **Support**: What support burden will this create for our customer success team?
+    
+35. **Accessibility**: Does this control maintain accessibility and usability standards?
+
+---
+
+## Azure-Specific Considerations
+
+### Azure Implementation:
+"""
+    
+    # Add Azure-specific questions based on family/keywords
+    keywords = title.lower() + ' ' + description.lower()
+    
+    if any(word in keywords for word in ['identity', 'access', 'authentication', 'authorization']):
+        result += """
+36. **Entra ID Configuration**: How should we configure Microsoft Entra ID to support this requirement?
+    
+37. **RBAC Design**: What Azure RBAC roles and assignments are needed?
+    
+38. **Conditional Access**: Should we implement Conditional Access policies for this control?
+    
+39. **Privileged Access**: Do we need Privileged Identity Management (PIM) for just-in-time access?
+"""
+    
+    if any(word in keywords for word in ['monitor', 'log', 'audit', 'visibility', 'detect']):
+        result += """
+40. **Log Analytics**: What logs need to be sent to Azure Monitor and retained for how long?
+    
+41. **Sentinel Integration**: Should Microsoft Sentinel be used for threat detection or compliance monitoring?
+    
+42. **Alerting Strategy**: What alerts should be configured, and who should receive them?
+    
+43. **Dashboard Design**: What compliance dashboards should we create for visibility?
+"""
+    
+    if any(word in keywords for word in ['configuration', 'policy', 'governance', 'compliance']):
+        result += """
+44. **Azure Policy**: What Azure Policies should be created to enforce this requirement?
+    
+45. **Blueprints**: Should we use Azure Blueprints to package this control for repeatable deployment?
+    
+46. **Management Groups**: How should management group hierarchy support this control?
+    
+47. **Resource Tags**: What tagging strategy is needed for compliance tracking?
+"""
+    
+    if any(word in keywords for word in ['security', 'vulnerability', 'threat', 'protection']):
+        result += """
+48. **Defender Configuration**: How should Microsoft Defender for Cloud be configured?
+    
+49. **Security Baseline**: Does this align with Azure Security Benchmark recommendations?
+    
+50. **Vulnerability Scanning**: What vulnerability scanning tools should be integrated?
+    
+51. **Penetration Testing**: How will we conduct penetration testing for this control?
+"""
+    
+    if any(word in keywords for word in ['data', 'encryption', 'confidential', 'protection']):
+        result += """
+52. **Key Vault**: How should Azure Key Vault be used for secrets and key management?
+    
+53. **Encryption Strategy**: What data needs encryption at rest and in transit?
+    
+54. **Data Classification**: How does data classification affect implementation?
+    
+55. **Data Residency**: Are there data residency requirements that impact Azure region selection?
+"""
+    
+    result += """
+
+---
+
+## Decision Framework
+
+### Must Answer Before Implementation:
+- [ ] Have we clearly defined what "compliance" means for this requirement?
+- [ ] Do we have executive sponsorship and budget approval?
+- [ ] Have we identified all affected systems and data flows?
+- [ ] Do we know who is accountable for this control's success?
+- [ ] Have we validated our approach with a FedRAMP expert or 3PAO?
+
+### Success Criteria:
+- [ ] Control can be demonstrated to work as designed
+- [ ] Evidence collection is automated and reliable
+- [ ] Documentation is complete and approved
+- [ ] Team is trained on operation and troubleshooting
+- [ ] Control passes internal testing and review
+
+### Red Flags to Watch For:
+- [ ] No clear owner or accountability for the control
+- [ ] Significant manual processes that don't scale
+- [ ] Heavy reliance on undocumented configurations
+- [ ] No monitoring or alerting for control failures
+- [ ] Implementation differs significantly from documented design
+
+---
+
+## Next Steps
+
+1. **Research Phase**: Gather information about Azure capabilities and best practices
+2. **Design Phase**: Create architecture diagrams and implementation plans
+3. **Review Phase**: Get design reviewed by security, compliance, and architecture teams
+4. **Prototype Phase**: Build proof-of-concept in non-production environment
+5. **Test Phase**: Validate control works as designed and collects proper evidence
+6. **Document Phase**: Create all required policies, procedures, and runbooks
+7. **Deploy Phase**: Implement in production with proper change management
+8. **Validate Phase**: Conduct internal audit to verify compliance
+9. **Monitor Phase**: Continuously monitor and report on control effectiveness
+
+---
+
+## Recommended Resources
+
+### Microsoft Documentation:
+- Azure Security Benchmark: https://learn.microsoft.com/en-us/security/benchmark/azure/
+- Azure Well-Architected Framework: https://learn.microsoft.com/en-us/azure/well-architected/
+- FedRAMP on Azure: https://learn.microsoft.com/en-us/azure/compliance/offerings/offering-fedramp
+
+### FedRAMP Resources:
+- FedRAMP.gov: https://www.fedramp.gov/
+- FedRAMP 20x Documentation: https://github.com/FedRAMP/docs
+- FedRAMP Marketplace: https://marketplace.fedramp.gov/
+
+### Community:
+- Azure Community: https://techcommunity.microsoft.com/t5/azure/ct-p/Azure
+- FedRAMP PMO: https://www.fedramp.gov/program-basics/
+
+---
+
+*Use these questions to facilitate team discussions, planning sessions, and design reviews. The goal is to ensure thorough thinking about implementation before committing resources.*
+
+*Generated by FedRAMP 20x MCP Server - Implementation Questions Tool*
+"""
+    
+    return result