By default setting, windows defender will upload "suspicious files" to Microsoft.
A while back I caught it trying to nab my OpenVPN installer which also contains the certificates.
I don't think there's any company that's done more to support transparent open-source software except Red Hat. Hell, in true Google style, they've built not one, not two, but four separate FOSS operating systems (Android, ChromiumOS, Fuchsia, and at this point it's time to admit Chrome has become an OS-within-an-OS), as well as being the second-biggest contributor to Linux.
I don't think there's any company that's done more to support transparent open-source software except Red Hat. Hell, in true Google style, they've built not one, not two, but four separate FOSS operating systems (Android, ChromiumOS, Fuchsia, and at this point it's time to admit Chromium itself has become an OS-within-an-OS), as well as being the second-biggest contributor to Linux.