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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, WAF/TLS
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, WAF/TLS, AKS ingress/AGIC, autoscaling v2 gateways, or App Gateway for Containers, and other Azure Application Gateway related development tasks. Not for Azure Load Balancer (use azure-load-balancer), Azure Front Door (use azure-front-door), Azure Firewall (use azure-firewall), Azure Web Application Firewall (use azure-web-application-firewall).
Source documentation, not instructions for this website. Review permissions before running any commands.
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.
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:
mcp_microsoftdocs:microsoft_docs_fetch with query string from=learn-agent-skill. Returns Markdown.fetch_webpage with query string from=learn-agent-skill&accept=text/markdown. Returns Markdown.| 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-L48 | Tuning health probes, understanding probe behavior, and planning Application Gateway capacity, scaling, and configuration for high-traffic workloads. |
| Decision Making | L49-L59 | Guidance on choosing networking and pricing for Application Gateway for Containers and planning/migrating between AGIC, v1/v2 gateways, and classic vs ARM VMs. |
| 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 | Configuring autoscaling, zone redundancy, and multi-site hosting limits for Application Gateway v2, including capacity, scaling behavior, and site/hostname constraints. |
| Security | L71-L111 | Configuring TLS/SSL, certificates, mTLS, Key Vault, cipher suites, FIPS, WAF, Private Link, and security headers for secure Azure Application Gateway and Containers deployments |
| Configuration | L112-L174 | Configuring Application Gateway and Application Gateway for Containers: listeners, routing, probes, health, headers/URL rewrites, WebSockets, mTLS, Private Link, monitoring, alerts, and AKS/Ingress integration. |
| Integrations & Coding Patterns | L175-L184 | Configuring header rewrites, integrating App Gateway (incl. containers) with Key Vault, Prometheus/Grafana, Istio, Sentinel/Defender, and using its metrics to autoscale AKS pods. |
| Deployment | L185-L197 | Deploying and scaling Application Gateway and AGIC: portal/ARM/PowerShell setup, IPv6 frontends, AKS add-on enable/disable, migrations, and Helm-based upgrades. |
| 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 |
| Topic | URL |
|---|---|
| Health probe behavior and tuning for Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-probe-overview |
| Plan Application Gateway for high traffic volume scenarios | https://learn.microsoft.com/en-us/azure/application-gateway/high-traffic-support |
| 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 |
| 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 |
| Configure multi-site hosting limits on Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/multiple-site-overview |
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, WAF/TLS, AKS ingress/AGIC, autoscaling v2 gateways, or App Gateway for Containers, and other Azure Application Gateway related development tasks. Not for Azure Load Balancer (use azure-load-balancer), Azure Front Door (use azure-front-door), Azure Firewall (use azure-firewall), 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. metadata: generated_at: "2026-08-31" generator: "docs2skills/1.0.0"
--- 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, WAF/TLS, AKS ingress/AGIC, autoscaling v2 gateways, or App Gateway for Containers, and other Azure Application Gateway related development tasks. Not for Azure Load Balancer (use azure-load-balancer), Azure Front Door (use azure-front-door), Azure Firewall (use azure-firewall), 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. metadata: generated_at: "2026-08-31" 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`), 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 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](https://github.com/MicrosoftDocs/mcp/blob/main/README.md) 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-L48 | Tuning health probes, understanding probe behavior, and planning Application Gateway capacity, scaling, and configuration for high-traffic workloads. | | Decision Making | L49-L59 | Guidance on choosing networking and pricing for Application Gateway for Containers and planning/migrating between AGIC, v1/v2 gateways, and classic vs ARM VMs. | | 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 | Configuring autoscaling, zone redundancy, and multi-site hosting limits for Application Gateway v2, including capacity, scaling behavior, and site/hostname constraints. | | Security | L71-L111 | Configuring TLS/SSL, certificates, mTLS, Key Vault, cipher suites, FIPS, WAF, Private Link, and security headers for secure Azure Application Gateway and Containers deployments | | Configuration | L112-L174 | Configuring Application Gateway and Application Gateway for Containers: listeners, routing, probes, health, headers/URL rewrites, WebSockets, mTLS, Private Link, monitoring, alerts, and AKS/Ingress integration. | | Integrations & Coding Patterns | L175-L184 | Configuring header rewrites, integrating App Gateway (incl. containers) with Key Vault, Prometheus/Grafana, Istio, Sentinel/Defender, and using its metrics to autoscale AKS pods. | | Deployment | L185-L197 | Deploying and scaling Application Gateway and AGIC: portal/ARM/PowerShell setup, IPv6 frontends, AKS add-on enable/disable, migrations, and Helm-based upgrades. | ### 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 | |-------|-----| | Health probe behavior and tuning for Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-probe-overview | | 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 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 | | Plan migration from Application Gateway V1 to V2 | 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 | | Configure multi-site hosting limits on Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/multiple-site-overview | ### Security | Topic | URL | |-------|-----| | Configure listener-specific SSL policies in Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-configure-listener-specific-ssl-policy | | Configure TLS policy and cipher suites for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-configure-ssl-policy-powershell | | Set up end-to-end TLS on Azure Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/application-gateway-end-to-end-ssl-powershell | | Restrict access with private Azure Application Gateway deployment | 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 for Azure 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 TLS termination for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configure-key-vault-portal | | 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 TLS termination on Application Gateway | 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 | h
Skill source recorded
Skill instructions are recorded. This is not a runtime test, safety guarantee or compatibility certification.
Review before install: Avoid automatic install
Listed tools are metadata hints, not tested compatibility. Agent prompts are suggested handoffs.
Check the source for dependencies, API keys and third-party costs. A public repository does not mean every service is free.
Repository metadata and review signals are advisory. Popularity, source discovery and successful execution are different facts.
Version reported in registry metadata; check source releases before relying on it.
Quality
75/100
Strong
Trust
65/100
Sandbox only
Audit
79/100
Needs review
This page exposes the same decision, trust, audit, use-case, and install signals through the Registry API, so agents can rank this skill without scraping the UI.
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"recommended_action": "Do not auto-install. Inspect the source, dependencies, and permission surface first."
},
"quality": {
"score": 75,
"label": "Strong"
},
"supply": {
"track": "Coding and developer agents",
"scenario": "Coding agents",
"maintenance": "9d since push",
"risk": "Needs review"
},
"alternative_skills": [],
"do_not_use_when": [
"teams that need a vendor-supported SLA",
"high-compliance environments without internal security review",
"No major risk signals from current metadata",
"High-risk permission hints: Shell or command execution, Secrets or environment access",
"Dependency or permission surface needs review",
"Permission surface may require sandboxing",
"Quality score needs review",
"Permission surface needs review: secrets or environment access, shell or command execution"
],
"agent_contract": {
"task_input": "Use azure-application-gateway in an agent workflow",
"recommended_action": "Do not auto-install. Inspect the source, dependencies, and permission surface first.",
"install_policy": "block",
"minimum_review_before_use": [
"Trust: 73/100 Strong shortlist",
"Audit: 79/100 Needs review",
"Safety: 35/100 Avoid automatic install",
"Review repository, license, install command, and permission surface before production use."
],
"expected_agent_output": {
"selected_skill": "microsoftdocs-azure-application-gateway (azure-application-gateway)",
"install_command": "npx skills add MicrosoftDocs/Agent-Skills --skill azure-application-gateway",
"risk_summary": "Needs review; Blocked for auto-install; Review before production",
"verification_result": "Report the smallest successful task, files touched, warnings, and any missing setup."
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},
"outcome_feedback": {
"endpoint": "https://www.openagentskill.com/api/agent/outcome",
"method": "POST",
"requires_resolve_event_id": true,
"event_id_source": "Use install_receipt.outcome_feedback.event_id or feedback.event_id returned by /api/agent/resolve for the current task.",
"expected_outcomes": [
"success",
"failed",
"not_relevant",
"blocked_by_risk",
"setup_required"
],
"payload_template": {
"event_id": "<install_receipt.outcome_feedback.event_id or feedback.event_id from /api/agent/resolve>",
"skill_slug": "microsoftdocs-azure-application-gateway",
"task": "Use azure-application-gateway in an agent workflow",
"agent": "codex",
"outcome": "success",
"install_used": true,
"risk_blocked": false,
"setup_required": false,
"task_success": true,
"output_quality": 4,
"error_type": null,
"human_review_required": false,
"workspace": "sandbox",
"time_to_useful_ms": 120000,
"notes": "Report the smallest successful task, setup friction, files touched, and risk notes."
}
},
"endpoints": {
"web": "https://www.openagentskill.com/skills/microsoftdocs-azure-application-gateway",
"api": "https://www.openagentskill.com/api/agent/skills/microsoftdocs-azure-application-gateway",
"audit": "https://www.openagentskill.com/skills/microsoftdocs-azure-application-gateway/audit",
"eval": "https://www.openagentskill.com/api/agent/evals?slug=microsoftdocs-azure-application-gateway&task=Use%20azure-application-gateway%20in%20an%20agent%20workflow&max_risk=medium",
"resolve": "https://www.openagentskill.com/api/agent/resolve?task=Use%20azure-application-gateway%20in%20an%20agent%20workflow&agent=codex&max_risk=medium",
"receipt": "https://www.openagentskill.com/api/agent/receipt?task=Use%20azure-application-gateway%20in%20an%20agent%20workflow&agent=codex&max_risk=medium&format=text",
"install": "https://www.openagentskill.com/api/skills/microsoftdocs-azure-application-gateway/install",
"manifest": "https://www.openagentskill.com/api/registry/manifest/microsoftdocs-azure-application-gateway"
}
}Listing source
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| Configure Key Vault TLS termination for Application Gateway | https://learn.microsoft.com/en-us/azure/application-gateway/configure-key-vault-portal |
| 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 TLS termination on Application Gateway | 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 | h |
Copies are not installs. Installation counts require a reported successful installation; they are not a blanket quality guarantee.