Configuration Profiles with Static Groups

I just started setting up Configurations Profiles in Casper. I want to set up a Login Window with our corporate computer usage policy. I initially put two Macs in the static group to receive the Login Window Config Profile and it worked fine. I then added a third Mac to the group and sent both a "Distribute to All" and "Distribute to Newly Assigned Devices only" and the Profile doesn't get added to the Mac. Under the Inventory I see the Config Profile listed as pending under Management commands. I am running JSS 9.21 currently.