I love the idea of them as coworkers too. I'm up for anything but as far as specifics job lines, I had an idea for a younger woman who worked under him to get promoted as his boss. I thought the tension and/or awkwardness might be fun. He could use someone on his marketing team that he oversees. There's travel and a lot of shamelessness to get their brand on everything, negotiate contracts away from competitors. As far as their dynamic as people, we can create a history or go organic. What do you think?