I cannot emphasize enough how much I love how clear it is that Louie always just assumed he was good at talking, good at smoozing, only for Scrooge to toss his world upside down by showing him that he’s good at reading people and situations, not necessarily conning, because he’s more than his love of money.
It not only sets up a way for Scrooge and Louie to bond, but it also shows that, like Huey and Dewey, that he’s stuck himself into a form of rut. Huey relies on the book to the point it hinders him. Dewey feels he can’t ‘make it’ because he’s not smart. The boys have unintentionally buried themselves so deep in their intentions to be different that they don’t feel they can go anywhere. But now they’re meeting folks like Scrooge and Webby and Beakley, who all see past that, and are growing their skills in other ways.