I don't think it is sending the pty option through to the exec, but that shouldn't be too hard to fix.

I think we just need to change line 76 to c.exec(command, options.pty, function (err, stream) {, then pass the options like this:

sshexec: {
  test: {
    command: 'sudo uptime',
    options: {
      config: 'myhost',
      pty: true
    }
  },

Or, if you want more control, pty can be an object with the options from here.

Would you be able to give this a try?

I think I looked into it a bit more and concluded that it requires calling ssh2 with a different command (I can't remember, shell instead of exec?), so I just used a grunt shell wrapper instead and sent the raw command.

I'm stumped on this problem as well. Is there an example of the work around I can view?

I used a different grunt plugin - https://github.com/sindresorhus/grunt-shell and configured like this:

shell: {
updateThePermissions: {
command: 'ssh -t -t user@destination.com "sudo chown -R :user:group path/to/whatever/Im/doing"',
options: {
stdout: true
}
}
}

Cool.

I started rewritting the grunt-ssh as grunt-shell commands, like so

shell: {
    makeReleaseDir: {
      command: 'ssh -t -t user@server "sudo mkdir -m 777 -p /path/to/site/' + dirname + '/logs"',
     options: {
       stdout: true
     }
  },

Then re-reading your comment again I realised I could just chown the folder so I would not need the sudo at all. So I did that, then switched back to using grunt-ssh, and it works great.

Thanks for your help.