There are OpenSSH distributions available for Windows. We have had some positive experiences with copSSH. This article describes how to set-up the free version of copssh.
However, all OpenSSH distributions are based on cygwin, so you won't find a standard Windows shell with the expected environment variables when logging on by SSH. Here's how you can modify your copSSH installation in order to get that environment:
When you now log in as this user by SSH, you will automatically have a Windows shell and the user's own environment variables.
With this you are now able to setup a JITL SSH Job and execute Windows commands with SSH.