Connecting docker-machine to Azure using the generic driver

I have a Docker-based deployment on Azure. I know that docker-machine has a Azure driver, which can create VMs and generate the certs, etc.. But I’d rather use the Azure tools (CLI and portal).

So I created a VM, and installed my public SSH key on it. And now I’d like to connect to it using docker-machine. I add the server, so that I can see it when I do docker-machine ls:

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  • NAME        ACTIVE   DRIVER       STATE     URL                        SWARM   DOCKER    ERRORS
    default     -        virtualbox   Stopped                                      Unknown
    serv        -        generic      Running   tcp://XX.XX.XX.XX:2376             Unknown   Unable to query docker version: Unable to read TLS config: open /Users/user/.docker/machine/machines/serv/server.pem: no such file or directory
    

    When I try to set the environment variables, I see this:

    $ docker-machine env serv
    Error checking TLS connection: Error checking and/or regenerating the certs: 
    There was an error validating certificates for host "XX.XX.XX.XX:2376": 
    open /Users/user/.docker/machine/machines/serv/server.pem: no such file or directory
    You can attempt to regenerate them using 'docker-machine regenerate-certs [name]'.
    Be advised that this will trigger a Docker daemon restart which will stop running containers.
    

    When I try to regennerate-certs, I get:

    $ docker-machine regenerate-certs serv
    Regenerate TLS machine certs?  Warning: this is irreversible. (y/n): y
    Regenerating TLS certificates
    Waiting for SSH to be available...
    Detecting the provisioner...
    Something went wrong running an SSH command!
    command : sudo hostname serv && echo "serv" | sudo tee /etc/hostname
    err     : exit status 1
    output  : sudo: no tty present and no askpass program specified
    

    I can SSH to the server fine.

    What’s the issue here? How can I make it work?

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