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azure-cloud-services

Expert knowledge for Azure Cloud Services development including troubleshooting, best practices, decision making, limits & quotas, security, configuration, and integrations & coding patterns. Use when managing Guest OS versions, Key Vault certs, .csdef/.cscfg configs, autoscale rules, or PowerShell automation, and other Azure Cloud Services related development tasks. Not for Azure Virtual Machines (use azure-virtual-machines), Azure App Service (use azure-app-service), Azure Kubernetes Service (AKS) (use azure-kubernetes-service), Azure Functions (use azure-functions).

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Azure Cloud Services Skill

This skill provides expert guidance for Azure Cloud Services. Covers troubleshooting, best practices, decision making, limits & quotas, security, configuration, and integrations & coding patterns. 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

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

CategoryLinesDescription
TroubleshootingL35-L39Diagnosing and fixing common migration errors when moving classic Cloud Services to Cloud Services (extended support), including deployment, configuration, and compatibility issues.
Best PracticesL40-L44Guidance on designing and configuring autoscale rules for Cloud Services, including metrics, thresholds, and patterns to optimize performance, reliability, and cost.
Decision MakingL45-L53Planning Cloud Services (classic/extended) lifecycle: OS upgrade paths, feature comparison with VM Scale Sets, and migration/requirements for moving classic and non-VNet services into VNets.
Limits & QuotasL54-L60Guest OS versions, retirement timelines, upgrade planning, and VM size/capacity options for Azure Cloud Services deployments
SecurityL61-L66Using Key Vault for certificates in Cloud Services and understanding Azure Guest OS security updates, support lifecycle, and retirement policies
ConfigurationL67-L85Configuring Cloud Services roles and deployments: .csdef/.cscfg schemas, networking, load balancers, diagnostics, RDP, Key Vault, extensions, alerts, and SKU/instance overrides
Integrations & Coding PatternsL86-L91Automating Azure Cloud Services (extended support) with PowerShell: creating deployments, retrieving service details, and resetting or redeploying cloud service instances.

Troubleshooting

TopicURL
Resolve common errors when migrating to Cloud Services extended supporthttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/in-place-migration-common-errors

Best Practices

TopicURL
Configure autoscaling rules for Cloud Services deploymentshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/configure-scaling

Decision Making

TopicURL
Plan Azure Cloud Services Guest OS upgrade pathhttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/cloud-services-guestos-update-matrix
Compare Cloud Services and Virtual Machine Scale Sets featureshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/feature-support-analysis
Plan migration from Cloud Services classic to extended supporthttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/in-place-migration-overview
Understand technical requirements for Cloud Services migrationhttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/in-place-migration-technical-details
Plan migration of non-VNet Cloud Services into VNetshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/non-vnet-migration

Limits & Quotas

TopicURL
VM size options and capacities for Cloud Services instanceshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/available-sizes
Guest OS Family 1 retirement dates and deployment impacthttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/cloud-services-guestos-family-1-retirement
Guest OS Families 2–4 retirement timelines and impacthttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/cloud-services-guestos-family-2-3-4-retirement

Security

TopicURL
Securely store and use certificates with Key Vault in Cloud Serviceshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/certificates-and-key-vault
Understand support and retirement policy for Azure Guest OShttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/cloud-services-guestos-retirement-policy

Configuration

TopicURL
Understand Cloud Services model, config, and package fileshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/cloud-services-model-and-package
Configure monitoring alerts for Cloud Services instanceshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/enable-alerts
Enable Key Vault VM extension for Cloud Services roleshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/enable-key-vault-virtual-machine
Configure Remote Desktop extension for Cloud Serviceshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/enable-rdp
Configure Azure diagnostics extension for Cloud Serviceshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/enable-wad
Configure extensions for Azure Cloud Services (extended support)https://learn.microsoft.com/en-us/azure/cloud-services-extended-support/extensions
Override Cloud Services SKU and instance count via allowModelOverridehttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/override-sku
Reference schema for Cloud Services configuration (.cscfg)https://learn.microsoft.com/en-us/azure/cloud-services-extended-support/schema-cscfg-file
Configure NetworkConfiguration for Cloud Services deploymentshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/schema-cscfg-networkconfiguration
Configure role settings in Cloud Services .cscfghttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/schema-cscfg-role
Reference schema for Cloud Services definition (.csdef)https://learn.microsoft.com/en-us/azure/cloud-services-extended-support/schema-csdef-file
Configure LoadBalancerProbe in Cloud Services definitionshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/schema-csdef-loadbalancerprobe
Configure NetworkTrafficRules in Cloud Services definitionshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/schema-csdef-networktrafficrules
Define and configure WebRole schema for Cloud Serviceshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/schema-csdef-webrole
Define and configure WorkerRole schema for Cloud Serviceshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/schema-csdef-workerrole

Integrations & Coding Patterns

TopicURL
Use PowerShell to create Cloud Services (extended support)https://learn.microsoft.com/en-us/azure/cloud-services-extended-support/sample-create-cloud-service
Use PowerShell to retrieve Cloud Service detailshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/sample-get-cloud-service
Use PowerShell to reset Cloud Services deploymentshttps://learn.microsoft.com/en-us/azure/cloud-services-extended-support/sample-reset-cloud-service

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