microsoftdocs/azure-application-gateway
skills/azure-application-gateway/SKILL.md
Expert knowledge for Azure Application Gateway development including troubleshooting, best practices, decision making, architecture & design patterns, limits & quotas, security, configuration, integrations & coding patterns, and deployment. Use when configuring listeners/routing, WAF/TLS, autoscale v2 gateways, AKS/AGIC or Containers, or high-traffic workloads, and other Azure Application Gateway related development tasks. Not for Azure Front Door (use azure-front-door), Azure Load Balancer (use azure-load-balancer), Azure Traffic Manager (use azure-traffic-manager), Azure Web Application Firewall (use azure-web-application-firewall).
$ install --global
skillsauthnpx skillsauth add microsoftdocs/agent-skills azure-application-gatewayInstall this skill globally with one command. Works with Claude Code, Cursor, and Windsurf.
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SKILL.md
- name:
- azure-application-gateway
- description:
- Expert knowledge for Azure Application Gateway development including troubleshooting, best practices, decision making, architecture & design patterns, limits & quotas, security, configuration, integrations & coding patterns, and deployment. Use when configuring listeners/routing, WAF/TLS, autoscale v2 gateways, AKS/AGIC or Containers, or high-traffic workloads, and other Azure Application Gateway related development tasks. Not for Azure Front Door (use azure-front-door), Azure Load Balancer (use azure-load-balancer), Azure Traffic Manager (use azure-traffic-manager), Azure Web Application Firewall (use azure-web-application-firewall).
- compatibility:
- Requires network access. Uses mcp_microsoftdocs:microsoft_docs_fetch or fetch_webpage to retrieve documentation.
- generated_at:
- 2026-05-24
- generator:
- docs2skills/1.0.0
Azure Application Gateway Skill
This skill provides expert guidance for Azure Application Gateway. Covers troubleshooting, best practices, decision making, architecture & design patterns, limits & quotas, security, configuration, integrations & coding patterns, and deployment. It combines local quick-reference content with remote documentation fetching capabilities.
How to Use This Skill
IMPORTANT for Agent: Use the Category Index below to locate relevant sections. For categories with line ranges (e.g.,
L35-L120), useread_filewith the specified lines. For categories with file links (e.g.,[security.md](security.md)), useread_fileon the linked reference file
IMPORTANT for Agent: If
metadata.generated_atis more than 3 months old, suggest the user pull the latest version from the repository. Ifmcp_microsoftdocstools are not available, suggest the user install it: Installation Guide
This skill requires network access to fetch documentation content:
- Preferred: Use
mcp_microsoftdocs:microsoft_docs_fetchwith query stringfrom=learn-agent-skill. Returns Markdown. - Fallback: Use
fetch_webpagewith query stringfrom=learn-agent-skill&accept=text/markdown. Returns Markdown.
Category Index
| Category | Lines | Description | |----------|-------|-------------| | Troubleshooting | L37-L42 | Diagnosing and fixing common Application Gateway for Containers issues using ALB Controller backend health, metrics, and troubleshooting guides for connectivity, routing, and configuration errors. | | Best Practices | L43-L47 | Guidance on designing Application Gateway for very high traffic: sizing, autoscaling, performance tuning, capacity planning, and configuration patterns to handle large loads reliably. | | Decision Making | L48-L59 | Guidance on pricing, billing, and migration decisions for Application Gateway (V1→V2, AGIC→Containers, classic→ARM VMs) and choosing networking for Application Gateway for Containers | | Architecture & Design Patterns | L60-L64 | Guidance on choosing and designing load-balancing strategies and traffic distribution patterns when using Azure Application Gateway for Containers. | | Limits & Quotas | L65-L70 | Autoscaling, zone redundancy, capacity and configuration limits, performance behaviors, and FAQs for sizing and scaling Azure Application Gateway v2. | | Security | L71-L112 | TLS/mTLS, certificates (Key Vault, Let’s Encrypt, cert-manager), cipher/TLS policies, SSL offload, WAF, DDoS, HSTS, and secure listener/backend configs for Application Gateway and Containers | | Configuration | L113-L178 | Configuring Azure Application Gateway and Application Gateway for Containers: listeners, routing, health probes, header/URL rewrites, diagnostics, monitoring, session affinity, and AKS/Ingress integration. | | Integrations & Coding Patterns | L179-L186 | Patterns for integrating App Gateway for Containers with monitoring, security, and scaling tools: Prometheus/Grafana, Istio, Sentinel/Defender, and AKS pod autoscaling via gateway metrics. | | Deployment | L187-L199 | Guides for deploying and migrating Application Gateway (v1→v2, IPv6, mTLS), configuring autoscale, and setting up/upgrading AGIC with AKS using portal, ARM, PowerShell, and Helm. |
Troubleshooting
| Topic | URL | |-------|-----| | Use ALB Controller backend health and metrics for troubleshooting | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/alb-controller-backend-health-metrics | | Troubleshoot common issues in Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/troubleshooting-guide |
Best Practices
| Topic | URL | |-------|-----| | Plan Application Gateway for high traffic volume scenarios | https://learn.microsoft.com/en-us/azure/application-gateway/high-traffic-support |
Decision Making
| Topic | URL | |-------|-----| | Choose container networking for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/container-networking | | Decide and plan migration from AGIC to Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/migrate-from-agic-to-agc | | Estimate and understand pricing for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/understanding-pricing | | Migrate Azure Application Gateway and WAF from V1 to V2 | https://learn.microsoft.com/en-us/azure/application-gateway/migrate-v1-v2 | | FAQ for Azure Application Gateway V1 retirement and migration | https://learn.microsoft.com/en-us/azure/application-gateway/retirement-faq | | Understand billing and pricing for Azure Application Gateway SKUs | https://learn.microsoft.com/en-us/azure/application-gateway/understanding-pricing | | Plan for Azure Application Gateway V1 retirement | https://learn.microsoft.com/en-us/azure/application-gateway/v1-retirement | | Decide and plan migration from classic to Azure Resource Manager VMs | https://learn.microsoft.com/en-us/previous-versions/azure/virtual-machines/migration/migration-classic-resource-manager-faq |
Architecture & Design Patterns
| Topic | URL | |-------|-----| | Choose load balancing strategies in Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/load-balancing-strategies |
Limits & Quotas
| Topic | URL | |-------|-----| | Configure autoscaling and zone redundancy for Application Gateway v2 | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-autoscaling-zone-redundant | | Application Gateway limits, behaviors, and FAQs | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-faq |
Security
| Topic | URL | |-------|-----| | Set listener-specific TLS/SSL policies on Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-configure-listener-specific-ssl-policy | | Configure TLS protocol and cipher suite policy on Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-configure-ssl-policy-powershell | | Configure end-to-end TLS on Application Gateway with PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-end-to-end-ssl-powershell | | Deploy a private Azure Application Gateway with restricted access | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-private-deployment | | Secure Application Gateway session affinity cookie flags | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-secure-flag-session-affinity | | Configure TLS policies and cipher suites for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-ssl-policy-overview | | Plan for TLS 1.0/1.1 retirement on Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-tls-version-retirement | | Prepare certificates for backend authentication in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/certificates-for-backend-authentication | | Configure Key Vault-based TLS certificates via portal | https://learn.microsoft.com/en-us/azure/application-gateway/configure-key-vault-portal | | Integrate Key Vault certificates for TLS on Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configure-keyvault-ps | | Set up end-to-end TLS on Application Gateway via portal | https://learn.microsoft.com/en-us/azure/application-gateway/end-to-end-ssl-portal | | Enable FIPS 140-compliant mode on Application Gateway v2 | https://learn.microsoft.com/en-us/azure/application-gateway/fips | | Configure ECDSA and RSA TLS certificates on Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/ecdsa-rsa-certificates | | Configure backend mTLS for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-backend-mtls-gateway-api | | Use cert-manager and Let’s Encrypt with Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-cert-manager-lets-encrypt-gateway-api | | Integrate cert-manager and Let’s Encrypt with Application Gateway for Containers Ingress | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-cert-manager-lets-encrypt-ingress-api | | Configure end-to-end TLS with Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-end-to-end-tls-gateway-api | | Configure end-to-end TLS with Application Gateway for Containers Ingress | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-end-to-end-tls-ingress-api | | Enable frontend mTLS on Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-frontend-mtls-gateway-api | | Configure SSL offloading on Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-ssl-offloading-gateway-api | | Configure SSL offloading using Ingress API for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-ssl-offloading-ingress-api | | Test and configure Web Application Firewall on Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-waf-gateway-api | | Configure TLS policy for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/tls-policy | | Configure Web Application Firewall on Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/web-application-firewall | | Add HSTS security header using Application Gateway rewrite | https://learn.microsoft.com/en-us/azure/application-gateway/hsts-http-headers-portal | | Use Let's Encrypt certificates with Application Gateway for AKS | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-letsencrypt-certificate-application-gateway | | Configure JWT validation with Azure Application Gateway and Entra ID | https://learn.microsoft.com/en-us/azure/application-gateway/json-web-token-overview | | Use Azure Key Vault certificates for Application Gateway TLS termination | https://learn.microsoft.com/en-us/azure/application-gateway/key-vault-certs | | Export trusted client CA chains for Application Gateway client auth | https://learn.microsoft.com/en-us/azure/application-gateway/mutual-authentication-certificate-management | | Configure mutual TLS authentication on Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/mutual-authentication-overview | | Configure mutual TLS authentication on Application Gateway via portal | https://learn.microsoft.com/en-us/azure/application-gateway/mutual-authentication-portal | | Configure mutual TLS on Application Gateway with PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/mutual-authentication-powershell | | Renew TLS certificates for Azure Application Gateway listeners | https://learn.microsoft.com/en-us/azure/application-gateway/renew-certificates | | Generate self-signed certificates for Application Gateway v2 backends | https://learn.microsoft.com/en-us/azure/application-gateway/self-signed-certificates | | Manage listener TLS certificates in Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/ssl-certificate-management | | Protect Application Gateway with Azure DDoS Network Protection | https://learn.microsoft.com/en-us/azure/application-gateway/tutorial-protect-application-gateway-ddos | | Configure TLS termination on Application Gateway with CLI | https://learn.microsoft.com/en-us/azure/application-gateway/tutorial-ssl-cli | | Configure TLS termination on Application Gateway with PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/tutorial-ssl-powershell |
Configuration
| Topic | URL | |-------|-----| | Configure HTTP header rewrite in Application Gateway via PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/add-http-header-rewrite-rule-powershell | | Use backend health reports in Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-backend-health | | Configure custom probe in classic Application Gateway via PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-create-probe-classic-ps | | Create custom health probe in Application Gateway portal | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-create-probe-portal | | Configure custom probe in Application Gateway via PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-create-probe-ps | | Configure and interpret Application Gateway diagnostic logs | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-diagnostics | | Create and manage Application Gateway with ILB endpoint | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-ilb-arm | | Use Azure Monitor metrics for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-metrics | | Health probe behavior and configuration in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-probe-overview | | Configure frontend IP addresses for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-frontend-ip | | Configure backend HTTP settings for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-http-settings | | Configure Azure Application Gateway infrastructure networking | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-infrastructure | | Configure listeners and protocols on Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-listeners | | Configure core components of Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-overview | | Configure request routing rules in Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-request-routing-rules | | Configure Azure Monitor alerts for Application Gateway via templates | https://learn.microsoft.com/en-us/azure/application-gateway/configure-alerts-with-templates | | Configure private frontend IP for Application Gateway v1 | https://learn.microsoft.com/en-us/azure/application-gateway/configure-application-gateway-with-private-frontend-ip | | Configure Application Gateway with Azure App Service backend | https://learn.microsoft.com/en-us/azure/application-gateway/configure-web-app | | Create custom error pages in Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/custom-error | | Configure ALB Controller Helm chart for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/alb-controller-helm-chart | | Configure Application Gateway for Containers via Kubernetes API | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/api-specification-kubernetes | | Configure core components of Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/application-gateway-for-containers-components | | Use Azure Monitor metrics with Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/application-gateway-for-containers-metrics | | Configure custom health probes for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/custom-health-probe | | Enable and use diagnostic logs for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/diagnostics | | Enable and configure gRPC support on Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/grpc | | Configure HTTP header rewrite rules in Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-header-rewrite-gateway-api | | Configure HTTP header rewrite using Ingress API for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-header-rewrite-ingress-api | | Configure multi-site hosting on Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-multiple-site-hosting-gateway-api | | Configure multi-site hosting using Ingress API for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-multiple-site-hosting-ingress-api | | Set up path, header, and query string routing in Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-path-header-query-string-routing-gateway-api | | Configure traffic splitting and weighted routing in Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-traffic-splitting-gateway-api | | Configure URL redirect rules in Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-url-redirect-gateway-api | | Configure URL redirects using Ingress API for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-url-redirect-ingress-api | | Configure URL rewrite rules in Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-url-rewrite-gateway-api | | Configure URL rewrite using Ingress API for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-url-rewrite-ingress-api | | Configure WebSocket support in Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-websockets-gateway-api | | Configure server-sent events with Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/server-sent-events | | Configure ALB Service Mesh Helm chart for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/service-mesh-helm-chart | | Configure session affinity for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/session-affinity | | Use WebSocket protocol with Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/websockets | | Configure readiness and liveness probes for AKS pods via Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-add-health-probes | | Configure Azure Application Gateway Ingress Controller annotations | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-annotations | | Configure cookie-based session affinity with Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-cookie-affinity | | Expose AKS services over HTTP/HTTPS using Application Gateway ingress | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-expose-service-over-http-https | | Expose WebSocket servers through Application Gateway with AGIC | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-expose-websocket-server | | Enable multi-namespace support in Application Gateway Ingress Controller | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-multiple-namespace-support | | Use private IPs for internal ingress routing with AGIC | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-private-ip | | Monitor Azure Application Gateway with Azure Monitor | https://learn.microsoft.com/en-us/azure/application-gateway/monitor-application-gateway | | Reference for monitoring data from Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/monitor-application-gateway-reference | | Configure multi-site hosting on Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/multiple-site-overview | | Configure mTLS passthrough on Application Gateway via ARM | https://learn.microsoft.com/en-us/azure/application-gateway/mutual-authentication-arm-template | | Route traffic with parameter-based path selection in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/parameter-based-path-selection-portal | | Configure Private Link for Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/private-link-configure | | Configure request and response buffering in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/proxy-buffers | | Configure client IP preservation with Application Gateway Layer 4 proxy | https://learn.microsoft.com/en-us/azure/application-gateway/proxy-protocol-header | | Configure traffic redirection rules in Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/redirect-overview | | Configure HTTP header rewrite in Application Gateway portal | https://learn.microsoft.com/en-us/azure/application-gateway/rewrite-http-headers-portal | | Configure HTTP header and URL rewrite rules in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/rewrite-http-headers-url | | Configure URL and query string rewrite in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/rewrite-url-portal | | Create Application Gateway and configure header rewrite | https://learn.microsoft.com/en-us/azure/application-gateway/tutorial-http-header-rewrite-powershell | | Configure URL path-based routing in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/url-route-overview |
Integrations & Coding Patterns
| Topic | URL | |-------|-----| | Integrate App Gateway for Containers with Prometheus and Grafana | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/prometheus-grafana | | Integrate Istio service mesh with Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/service-mesh-integration | | Integrate Application Gateway for Containers logs with Microsoft Sentinel and Defender | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/siem-integration-with-sentinel | | Autoscale AKS pods using Application Gateway metrics | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-autoscale-pods |
Deployment
| Topic | URL | |-------|-----| | Configure externally managed scheduled autoscaling for Application Gateway v2 | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-externally-managed-scheduled-autoscaling | | Deploy Application Gateway Basic (Preview) in portal | https://learn.microsoft.com/en-us/azure/application-gateway/deploy-basic-portal | | Disable and re-enable AGIC add-on on AKS clusters | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-disable-addon | | Deploy AGIC using an existing Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-install-existing | | Deploy AGIC with a new Application Gateway instance | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-install-new | | Migrate AGIC from Helm deployment to AKS add-on | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-migration | | Upgrade Application Gateway Ingress Controller using Helm | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-update-ingress-controller | | ARM template for Application Gateway IPv6 frontend | https://learn.microsoft.com/en-us/azure/application-gateway/ipv6-application-gateway-arm-template | | Deploy Application Gateway IPv6 frontend with PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/ipv6-application-gateway-powershell | | Enable AGIC add-on for existing AKS and Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/tutorial-ingress-controller-add-on-existing |
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