Disney's The Kid (2000)

Synopsis
If you could talk to the child that you used to be, what advice would you give him? That question forms the basis of this comic fantasy. Forty-year-old Russ Duritz (Bruce Willis) is a wealthy and powerful "image consultant" who has made a career out of telling people how to present themselves. But while he's a success in business, he's a failure in life; he's vain, mean-spirited, and hasn't been able to hold onto a marriage (or even a pet dog). One day, Russ is startled to meet Rusty (Spencer Breslin), a stocky kid whom he soon realizes is himself at the age of eight, having passed through a wrinkle in time. Young Rusty doesn't seem much happier than the grown-up Russ, so the older man takes his younger self under his wing and tries to teach him how to avoid the mistakes he's made, while Rusty encourages Russ to be a more caring human being. Along the way, Russ and Rusty become friends, and realize how much they can learn from each other. Disney's The Kid also stars Jean Smart as one of Russ' clients, Lily Tomlin as his assistant, and Daniel Von Bargen as his father. ~ Mark Deming, All Movie Guide