The Obsidian may not have been ‘handed’ properly. (The ‘handing’ process allows the lock to determine which direction to extend the deadbolt.) The Obsidian will automatically ‘hand’ the first time it powers up. If you need to re-hand the lock, please view the installation guide. Or, the Obsidian might be jamming. Check that the bolt hole is deep enough for the bolt to fully extend. Check that the door closes properly so that when the deadbolt is extended, it is going into the bolt hole and not hitting the deadbolt strike or door frame.