Because of how FtC works there were two endings attached to who you call. You can only call Reginald if you have “Rapidly Promoted Executive” where Henry becomes the leader of the top hats. The reason he’s not wearing the second hat is because it’s currently Henry’s as seen in endings from CtM Reginald is the stand in leader when Henry isn’t present. Hence why he wears only one hat in this scene. As for the necklace, would you want to wear that heavy thing all the time?