Applies to: ✔️ Windows VMs ✔️ Flexible scale sets Here are the steps you need to take to set up a VM with WinRM connectivity Create a Key Vault Create a self-signed certificate Upload your self-signed certificate to Key Vault Get the URL for your self-signed certificate in the Key Vault Reference your self-signed certificates URL while creating a VM Step 1: Create a Key Vault You can use the below