Azure Application Gateway

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), use read_file with the specified lines. For categories with file links (e.g., security.md), use read_file on the linked reference file

> IMPORTANT for Agent: If metadata.generated_at is more than 3 months old, suggest the user pull the latest version from the repository. If mcp_microsoftdocs tools 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_fetch with query string from=learn-agent-skill. Returns Markdown.
• Fallback: Use fetch_webpage with query string from=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-L71 | Autoscaling, zone redundancy, and detailed capacity, configuration, and performance limits for Application Gateway v2 and Application Gateway for Containers. |

| Security | L72-L111 | Configuring TLS/SSL, certificates, mTLS, WAF, DDoS protection, security headers, and secure listener/backend/Ingress settings for Azure Application Gateway and Containers. |

| Configuration | L112-L178 | Configuring Application Gateway and App Gateway for Containers: routing, probes/health, headers/URL rewrite/redirect, session affinity, networking, monitoring, WebSockets, mTLS, and AKS ingress. |

| Integrations & Coding Patterns | L179-L188 | Configuring Application Gateway TLS with Key Vault, integrating with AKS/containers (Prometheus, Grafana, Istio, Sentinel/Defender), and autoscaling AKS pods using gateway metrics. |

| Deployment | L189-L201 | 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 |

| Reference Azure Application Gateway limits and behaviors | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-faq |

| Azure Application Gateway for Containers limits and behaviors | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/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 |

| 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 |

| Configure TLS termination on Application Gateway with Key Vault | 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 using Helm chart parameters | 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 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 CORS in Gateway API for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-cors-gateway-api |

| 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 Application Gateway for Containers inference gateway | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-inference-gateway |

| 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 ALB Service Mesh extension via Helm chart | 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 |

|-------|-----|

| Configure Application Gateway TLS with Key Vault in Azure portal | https://learn.microsoft.com/en-us/azure/application-gateway/configure-key-vault-portal |

| Integrate Key Vault certificates with Application Gateway via PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/configure-keyvault-ps |

| Integrate App Gateway for Containers with Prometheus and Grafana | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/prometheus-grafana |

| Integrate Application Gateway for Containers with Istio | 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 |