I don't think windows users would be interested in anything command line based ;-).
You'd be surprised. I was already doing everything on the command line before I switched over to Mac (which has as far as I know even less command line users). After all we're software developers here. Not all Windows users are on Unity, or Game Maker :-P
I've seen more command line freaks in Windows. Not to mention when I'm at work (where they only have Windows) the first app I open is always... the command prompt... (strictly speaking I am on that moment a Windows user, even though I only use it there because I have to) :-P
Now I've looked curl up. According to the English wikipedia curl also is there for Windows, and even better it has an open source license.
Ah, the curl website confirms this. As well "pure Windows" as "cygwin".
Yeah, even with curl I think an application (which can easily be written in Go) will come in handy. Working with urls can be a bit bothersome and the app can make sure all data is in order before even calling curl.
(Now itch.io uses Butler, which does appear to use Go routines to upload stuff (although it's hard to see where the upload code is, as there are tons of files), but Fernando (a Go fan) already made it clear that "screw what they are doing, we will do it our own way". But either be through curl or by Go libraries, there needs to be a server point where the data can go).