You think everyone with a datacenter with hundreds of windows servers logs in to each of them with RDP?
All of the customers I've dealt with professionally who use Windows generally start with pre-configured VMware or similar images that they then deploy, and then configure with RDP. I have literally, in over 20 years of professional work, never seen a Windows sysadmin ever use SSH.
In fact, when they are forced to use a Linux server most of them will set up VNC to get into it rather than use SSH. WHY?????
Yeah, it's... an acquired taste. You can actually script it. But it is harder than string manipulation, since the events are all objects, not strings.