In the case of the server OS, by default, the OS will not allow a service to interact with the desktop. If you look at your event logs, you will probably find some warnings or errors to this effect. I am not sure about Windows 7, but it might be the same.
On 09.24.2014 09:27, Carter Browne wrote:
I have updated stunnel to version 5.04 on Windows 7 32 & 64 bit, Windows Server 2008R2, Windows Server 2012 and Windows Server 2012R2 and in no case does the icon appear. I explicitly set taskbar = yes in the configuration file.