Back then, Jeremy wanted to prove he's a stony, authoritative oligarch who was modest on giving orders and always wear a grim face while at work. He never left the office, unless the president called a meeting. Jeremy was a foolish and mockered leader of the Calvorite who hides his fear with raising voice and creased forehead.
Right after Leo happen, Jeremy realized how wrong it was to be a fearful leader. A person who leads terrifyingly and submissive at the people should never receive hail and praise. At first, he got nervous.
Of course, Leo is a dominant person who never adhered to be scared. In front of him, Jeremy was frightened to get outsmarted. As the time goes by, Hailey got suspicious of Leo, but eventually, she never meddled with her brother's business. Now that he doesn't have any communication with her, Jeremy wanted to check on if she's on their side.