For some reason, the plugin wont auto synchronize. It WILL sync when a user connects/disconnects. Everything else seems to work fine
Here is my config: http://pastebin.com/jHdBGdQf

No errors seem to occur and everything else seems to work fine.

Don't forget to include version numbers for Minecraft, Bukkit, CommunityBridge, and your permissions system when submitting support requests. It helps with the troubleshooting.

With logging set to "all" do you see in the configuration listing that autosynchronize is set to true? And do you see a log entry that says something like "auto synchronization started"?

MineCraft: 1.7.9
Bukkit: 1.7.9-R0.1
CommunityBridge:v2.3.7.454
Pex: v1.22.1
zPerms:1.3beta1

this is the startup log for Community Bridge.
http://pastebin.com/WgeKeD8i

I have set the logging to ALL. It DOES say that the autosynch is set to true and does say that Auto synchronization has started. Its all seen in the pastebin.

I tried to use zPermissions and Pex separately, both had the same result. So far a user must log in/out to synchronize.

I wasn't able to duplicate your issue in my test environment. Even running with your configuration, I watched the the background task execute the synchronizeGroups call for each of the players logged into my test server.

I was reading through your configuration again to see if I could spot something that would cause some issues and noticed:

  group-mapping:
    '1' : 'defualt'

1. Since it is 'default' in the groups treated-as-primary setting, I'm assuming that is a typo.

2. bPermissions and PEX use a group named "default" when a player does not have any groups--a group named "default" has special meaning on PEX. I recommend not naming a group 'default'.

3. You only have the default and registered groups in the groups-treated-as-primary setting. I assume that means the other groups get applied to a player in addition to being registered?