1---2name: azure-application-gateway3description: Expert knowledge for Azure Application Gateway development including troubleshooting, best practices, decision making, limits & quotas, security, configuration, integrations & coding patterns, and deployment. Use when configuring listeners/routing, WAF/TLS, AGIC/AKS integration, autoscale/zone redundancy, or v1→v2 migration, 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 Firewall (use azure-firewall).4---5# Azure Application Gateway Skill67This skill provides expert guidance for Azure Application Gateway. Covers troubleshooting, best practices, decision making, limits & quotas, security, configuration, integrations & coding patterns, and deployment. It combines local quick-reference content with remote documentation fetching capabilities.89## How to Use This Skill1011> **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](security.md)`), use `read_file` on the linked reference file1213> **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](https://github.com/MicrosoftDocs/mcp/blob/main/README.md)1415This skill requires **network access** to fetch documentation content:16- **Preferred**: Use `mcp_microsoftdocs:microsoft_docs_fetch` with query string `from=learn-agent-skill`. Returns Markdown.17- **Fallback**: Use `fetch_webpage` with query string `from=learn-agent-skill&accept=text/markdown`. Returns Markdown.1819## Category Index2021| Category | Lines | Description |22|----------|-------|-------------|23| Troubleshooting | L36-L41 | Diagnosing and fixing Application Gateway runtime issues: backend health, 502s, certificates/Key Vault, listeners, session affinity, mTLS, redirects, AKS/ALB/containers, and HTTP response codes. |24| Best Practices | L42-L46 | Guidance on designing Application Gateway for very high traffic: sizing, autoscaling, performance tuning, capacity planning, and configuration patterns to handle large loads reliably. |25| Decision Making | L47-L56 | Guidance on choosing networking and pricing for Application Gateway, and planning migrations (AGIC to containers, v1 retirement, classic VMs to ARM) |26| Limits & Quotas | L57-L61 | Autoscaling and zone redundancy settings, gateway capacity and configuration limits, and guidance for migrating from Application Gateway v1 to v2. |27| Security | L62-L103 | TLS/SSL, certificates, mTLS, WAF, DDoS, HSTS, and secure access patterns for Application Gateway and App Gateway for Containers, including Key Vault, cert-manager, and protocol/cipher policies |28| Configuration | L104-L168 | Configuring and monitoring Azure Application Gateway and Application Gateway for Containers: listeners, routing, probes, health, headers/URL rewrite, session affinity, diagnostics, and AKS/AGIC integration. |29| Integrations & Coding Patterns | L169-L176 | Patterns for integrating App Gateway for Containers with monitoring, security, and scaling: Prometheus/Grafana, Istio, Sentinel/Defender, and autoscaling AKS pods via gateway metrics. |30| Deployment | L177-L191 | 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. |3132### Troubleshooting33| Topic | URL |34|-------|-----|35| 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 |36| Troubleshoot common issues in Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/troubleshooting-guide |3738### Best Practices39| Topic | URL |40|-------|-----|41| Plan Application Gateway for high traffic volume scenarios | https://learn.microsoft.com/en-us/azure/application-gateway/high-traffic-support |4243### Decision Making44| Topic | URL |45|-------|-----|46| Choose container networking for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/container-networking |47| 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 |48| Estimate and understand pricing for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/understanding-pricing |49| Plan migration for Azure Application Gateway V1 retirement | https://learn.microsoft.com/en-us/azure/application-gateway/retirement-faq |50| Understand billing and pricing for Azure Application Gateway SKUs | https://learn.microsoft.com/en-us/azure/application-gateway/understanding-pricing |51| FAQ for migrating classic VMs to Azure Resource Manager | https://learn.microsoft.com/en-us/previous-versions/azure/virtual-machines/migration/migration-classic-resource-manager-faq |5253### Limits & Quotas54| Topic | URL |55|-------|-----|56| Configure autoscaling and zone redundancy for Application Gateway v2 | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-autoscaling-zone-redundant |5758### Security59| Topic | URL |60|-------|-----|61| 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 |62| 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 |63| 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 |64| Deploy a private Azure Application Gateway with restricted access | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-private-deployment |65| Secure Application Gateway session affinity cookie flags | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-secure-flag-session-affinity |66| Configure TLS policies and cipher suites for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-ssl-policy-overview |67| 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 |68| Prepare certificates for backend authentication in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/certificates-for-backend-authentication |69| Configure Key Vault-based TLS certificates via portal | https://learn.microsoft.com/en-us/azure/application-gateway/configure-key-vault-portal |70| Integrate Key Vault certificates for TLS on Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configure-keyvault-ps |71| 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 |72| Enable FIPS 140-compliant mode on Application Gateway v2 | https://learn.microsoft.com/en-us/azure/application-gateway/fips |73| 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 |74| 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 |75| 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 |76| 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 |77| 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 |78| 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 |79| 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 |80| 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 |81| 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 |82| 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 |83| Configure TLS policy for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/tls-policy |84| Configure Web Application Firewall on Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/web-application-firewall |85| Add HSTS security header using Application Gateway rewrite | https://learn.microsoft.com/en-us/azure/application-gateway/hsts-http-headers-portal |86| 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 |87| Configure JWT validation with Azure Application Gateway and Entra ID | https://learn.microsoft.com/en-us/azure/application-gateway/json-web-token-overview |88| Use Azure Key Vault certificates for Application Gateway TLS termination | https://learn.microsoft.com/en-us/azure/application-gateway/key-vault-certs |89| Export trusted client CA chains for Application Gateway client auth | https://learn.microsoft.com/en-us/azure/application-gateway/mutual-authentication-certificate-management |90| Configure mutual TLS authentication on Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/mutual-authentication-overview |91| Configure mutual TLS authentication on Application Gateway via portal | https://learn.microsoft.com/en-us/azure/application-gateway/mutual-authentication-portal |92| Configure mutual TLS on Application Gateway with PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/mutual-authentication-powershell |93| Renew TLS certificates for Azure Application Gateway listeners | https://learn.microsoft.com/en-us/azure/application-gateway/renew-certificates |94| Generate self-signed certificates for Application Gateway v2 backends | https://learn.microsoft.com/en-us/azure/application-gateway/self-signed-certificates |95| Manage listener TLS certificates in Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/ssl-certificate-management |96| Protect Application Gateway with Azure DDoS Network Protection | https://learn.microsoft.com/en-us/azure/application-gateway/tutorial-protect-application-gateway-ddos |97| Configure TLS termination on Application Gateway with CLI | https://learn.microsoft.com/en-us/azure/application-gateway/tutorial-ssl-cli |98| Configure TLS termination on Application Gateway with PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/tutorial-ssl-powershell |99100### Configuration101| Topic | URL |102|-------|-----|103| Configure HTTP header rewrite in Application Gateway via PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/add-http-header-rewrite-rule-powershell |104| Use backend health reports in Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-backend-health |105| Configure custom probe in classic Application Gateway via PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-create-probe-classic-ps |106| Create custom health probe in Application Gateway portal | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-create-probe-portal |107| Configure custom probe in Application Gateway via PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-create-probe-ps |108| Configure and interpret Application Gateway diagnostic logs | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-diagnostics |109| Create and manage Application Gateway with ILB endpoint | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-ilb-arm |110| Use Azure Monitor metrics for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-metrics |111| Health probe behavior and configuration in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-probe-overview |112| Configure frontend IP addresses for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-frontend-ip |113| Configure backend HTTP settings for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-http-settings |114| Configure Azure Application Gateway infrastructure networking | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-infrastructure |115| Configure listeners and protocols on Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-listeners |116| Configure core components of Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-overview |117| Configure request routing rules in Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configuration-request-routing-rules |118| Configure Azure Monitor alerts for Application Gateway via templates | https://learn.microsoft.com/en-us/azure/application-gateway/configure-alerts-with-templates |119| Configure private frontend IP for Application Gateway v1 | https://learn.microsoft.com/en-us/azure/application-gateway/configure-application-gateway-with-private-frontend-ip |120| Configure Application Gateway with Azure App Service backend | https://learn.microsoft.com/en-us/azure/application-gateway/configure-web-app |121| Create custom error pages in Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/custom-error |122| 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 |123| Use Kubernetes API specification for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/api-specification-kubernetes |124| Configure components of Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/application-gateway-for-containers-components |125| 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 |126| Configure custom health probes for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/custom-health-probe |127| Enable and use diagnostic logs for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/diagnostics |128| Enable and configure gRPC support on Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/grpc |129| 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 |130| 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 |131| 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 |132| 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 |133| 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 |134| 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 |135| 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 |136| 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 |137| 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 |138| 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 |139| Configure WebSocket support in Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/how-to-websockets-gateway-api |140| Configure server-sent events with Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/server-sent-events |141| 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 |142| Configure session affinity for Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/session-affinity |143| Use WebSocket protocol with Application Gateway for Containers | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/websockets |144| 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 |145| Configure AGIC-specific Kubernetes ingress annotations | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-annotations |146| Configure cookie-based session affinity with Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-cookie-affinity |147| 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 |148| Expose WebSocket servers through Application Gateway with AGIC | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-expose-websocket-server |149| Enable multi-namespace support in Application Gateway Ingress Controller | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-multiple-namespace-support |150| Use private IPs for internal ingress routing with AGIC | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-private-ip |151| Monitor Azure Application Gateway with Azure Monitor | https://learn.microsoft.com/en-us/azure/application-gateway/monitor-application-gateway |152| Reference for monitoring data from Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/monitor-application-gateway-reference |153| Configure multi-site hosting on Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/multiple-site-overview |154| Route traffic with parameter-based path selection in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/parameter-based-path-selection-portal |155| Configure Private Link for Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/private-link-configure |156| Configure request and response buffering in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/proxy-buffers |157| Configure client IP preservation with Application Gateway Layer 4 proxy | https://learn.microsoft.com/en-us/azure/application-gateway/proxy-protocol-header |158| Configure traffic redirection rules in Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/redirect-overview |159| Configure HTTP header rewrite in Application Gateway portal | https://learn.microsoft.com/en-us/azure/application-gateway/rewrite-http-headers-portal |160| Configure HTTP header and URL rewrite rules in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/rewrite-http-headers-url |161| Configure URL and query string rewrite in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/rewrite-url-portal |162| Create Application Gateway and configure header rewrite | https://learn.microsoft.com/en-us/azure/application-gateway/tutorial-http-header-rewrite-powershell |163| Configure URL path-based routing in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/url-route-overview |164165### Integrations & Coding Patterns166| Topic | URL |167|-------|-----|168| Integrate App Gateway for Containers with Prometheus and Grafana | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/prometheus-grafana |169| Integrate Application Gateway for Containers with Istio service mesh | https://learn.microsoft.com/en-us/azure/application-gateway/for-containers/service-mesh-integration |170| 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 |171| Autoscale AKS pods using Application Gateway metrics | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-autoscale-pods |172173### Deployment174| Topic | URL |175|-------|-----|176| Configure externally managed scheduled autoscaling for Application Gateway v2 | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-externally-managed-scheduled-autoscaling |177| Deploy Application Gateway Basic (Preview) in portal | https://learn.microsoft.com/en-us/azure/application-gateway/deploy-basic-portal |178| Disable and re-enable AGIC add-on on AKS clusters | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-disable-addon |179| Deploy AGIC using an existing Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-install-existing |180| Deploy AGIC with a new Application Gateway instance | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-install-new |181| Migrate AGIC from Helm deployment to AKS add-on | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-migration |182| Upgrade Application Gateway Ingress Controller using Helm | https://learn.microsoft.com/en-us/azure/application-gateway/ingress-controller-update-ingress-controller |183| ARM template for Application Gateway IPv6 frontend | https://learn.microsoft.com/en-us/azure/application-gateway/ipv6-application-gateway-arm-template |184| Deploy Application Gateway IPv6 frontend with PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/ipv6-application-gateway-powershell |185| Migrate Azure Application Gateway V1 to V2 with PowerShell | https://learn.microsoft.com/en-us/azure/application-gateway/migrate-v1-v2 |186| Deploy Application Gateway mTLS passthrough with ARM template | https://learn.microsoft.com/en-us/azure/application-gateway/mutual-authentication-arm-template |187| 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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