Some years ago, when Vista was still a thing I had to package a .Net application. I think the tool was called Wix and creating an .msi package meant to declare each file separately in a giant XML file. A quite crazy task to do this manually, but I guess this speaks for the system and also that Microsoft learned from the past. (I remember using Windows 3.1 and I was aware of 3 significantly different version I could install for this Winsock.dll...)