That's a cool idea, and it could be achievable with just hours of gameplay. It would essentially be a game where the first person to reach the end receives a job offer.
No, hire all of them. Ideally design both the game and the company to blur the line between them. Each job title matches a monster in a dungeon, each manager an end boss. The product could be a dungeon master style taskmanager where you drag and drop minions onto tasks that have custom art works to fit the cliënt.