On each of the nodes of the web farm with a shared config run the following commands. Download: https://www.powershellgallery.com/packages/Az.ApplicationMonitor/ After the commands have been run go into IIS on one of the machines in the web farm and add a module with name ManagedHttpModuleHelper pointing to Microsoft.AppInsights.IIS.ManagedHttpModuleHelper.ManagedHttpModuleHelper in the dropdown box. https://docs.microsoft.com/en-us/azure/azure-monitor/app/status-monitor-v2-overview