So after realizing that while it is displaying in Big Box mode the problem is still that it's not properly pulling data.
It's able to know that items have achievements because that is pulled from Steam.
It does not update NEW achievements, nor can it pull achievement information.
I'm able to import my steam library so there isn't a problem with communications between the web-api for Launchbox AND the Steam system.
So that tells me, when a "Achievement Scan" is initiated, it goes to the service, logs in with the api key (automatic credential there, good shit) but the comes back with nothing. So the problem started looking at the fact that Steam was not sharing the information.
I did some digging and found that the steam profile while set to public has had it's game information set to "Friends Only". I turned that off, rescanned and relogged into Steam.
Works.
So moral of this story, always check the permissions and privacy settings on all involved systems.
