SSL handshake error with some Azure CLI commands

Question

I am using Azure CLI in bash within PowerShell in Windows 10. I sit behind a corporate proxy. My goal is to automate the deployment and setup of Azure resources.

Some of

Answer 1

Having contacted the azure cli team, it appears there is a bug that affects keyvault commands that are run behind a proxy.

Refer to the following github issue that I created with an in-depth explanation of the issue (and a potential workaround):

AZURE_CLI_DISABLE_CONNECTION_VERIFICATION does not have any effect for SSL verification

The above issue is also linked to the following, which appears to be a duplicate:

Az keyvault secret list --vault_name thru proxy is getting Proxy Authentication Required

It is also worth mentioning that this issue happens regardless of the platform the azure cli is running on so it is not an environmental issue or a problem when setting environment variables.