I worked for an organisation that decided to stop outbound SSH for reasons that weren't adequately well explained, exceptions were painful to get re-applied, so most people just cranked up corkscrew and did precisely this.
Only challenge is that getting corkscrew compiled on Windows is a massive pain.
The core API's of Windows are so stable that if someone got it working once on WIndows NT, the executable should work for everyone on Windows 2000, Windows XP, Windows Vista, Windows 7, 8 and 10, ...
Yup - one of my smarter colleagues had a go at getting it compiled on Windows, and basically gave it up as the library dependencies were such a mess on that platform.
No one seems to have packaged up binaries for it either.
Only challenge is that getting corkscrew compiled on Windows is a massive pain.
[n] https://github.com/bryanpkc/corkscrew