Hi @ffdhork ,
there is no PluginSettings.ConnectionSecurity AFAIK and you tried to change ServiceSettings.ConnectionSecurity, so I assume we’re not talking about PluginSettings, right?
The omnibus setup defaults to running on port 8065 locally and brings an nginx reverse proxy in front of it which does all the SSL handling (which is the preferred solution for having SSL on Mattermost), so you do not need to change the integrated webserver’s connection security to TLS.
Also, whatever you do to the connection security, it gets overwritten by the environment variable MM_SERVICESETTINGS_CONNECTIONSECURITY in /etc/mattermost/mmomni.mattermost.env.
Changing these settings in there will break some things with regards to the preconfigured omnibus setup - is there a specific reason you want to have the Mattermost application server running with TLS enabled?