Microsoft Outlook 2013/2016 sometimes disables the Galaxkey Addin due to performance reasons depending on the internet speed and your machine configuration. This is not a problem with the Galaxkey Addin, but the way Outlook 2013/2016 has been designed.
You will observe this behaviour when you have installed the Galaxkey Addin but its not visible in the Outlook client.
To enable the addin, you have to go to File-> Manage Add-ins and click on “Always enable this add-in” for “Galaxkey add-in”.
Once you have done this, restart Outlook and you will see that Galaxkey is enabled in the Outlook Client.
This procedure needs to be followed only once, as Outlook then remembers this settings, so for subsequent updates you need not do anything as the Addin will remain enabled.