Unable to configure Azure Insights on Azure VM running Windows

Question

I am attempting to configure the Log Analytics agent for Insights on my Azure VM running Windows. When I attempt to deploy the monitoring configuration, the DependencyAgentWindows VM extension fails to install. I have the same solution working on a similar VM and am stumped on what the issue is for the failing VM.

{"code":"DeploymentFailed","message":"At least one resource deployment> operation failed. Please list deployment operations for details.> Please see https://aka.ms/DeployOperations for usage details.","details":"code":"VMExtensionHandlerNonTransientError","message":"The handler for VM extension type 'Microsoft.Azure.Monitoring.DependencyAgent.DependencyAgentWindows' has reported terminal failure for VM extension 'DependencyAgentWindows' with error message: 'Install failed for plugin (name: Microsoft.Azure.Monitoring.DependencyAgent.DependencyAgentWindows, version 9.10.16.22650) with exception Command C:\Packages\Plugins\Microsoft.Azure.Monitoring.DependencyAgent.DependencyAgentWindows\9.10.16.22650\scripts\RunPs1.cmd of Microsoft.Azure.Monitoring.DependencyAgent.DependencyAgentWindows has exited with Exit code: 52'.\r\n \r\n'Install handler failed for the extension. More information on troubleshooting is available at https://aka.ms/VMExtensionDependencyAgentWindowsTroubleshoot'"}]}

I have tried to deploying the Monitoring Configuration and installing the DepencyAgentWindows VM Extension through the Portal and through PowerShell. I am expecting the DepencyAgentWindows VM Extension to install properly and be able to enable Insights successfully.

Answer 1

I tried to reproduce same in my environment I got the results successfully like below.

This issue usually occurs if network connectivity issues preventing the plugin from being downloaded and if the extension won't work properly if the vm agent is failing to report a status to the Azure platform..

To resolve this issue:

Try to delete if any other extension is already exists in your vm

In virtual machine -> extension -> uninstall

In monitor -> virtual machine -> configure insights -> enable -> monitoring configuration -> configure

When I try to deploy, it deployed successfully like below:

If still issue persists, try to uninstall the vm and Redeploy it and also check the MsDoc to know the supported operating system versions.