Do you download the cross-compiled executable via http or smb to the Windows machine? If so than it most likely got earmarked with a NTFS alternate data stream.

File Settings > This file come from another computer: Unblock

PowerShell > Unblock-File

Add your smb file share as trusted: Internet Properties > Security > Local Intranet > Sites

I hate it too that you need to sign software that you want to publish. Totally destroys the economics of little shareware type software.