Into the Wild is Sean Penn's fourth feature film as a director, following 1991's The Indian Runner, 1995's The Crossing Guard, and 2001's The Pledge.
As a director, Sean Penn has made four films about people coming to terms with their past: Indian Runner, about two brothers reconciling after Vietnam; The Crossing Guard, about a drunk driver and his victim's father; The Pledge, about a lawman trying to solve a new kidnapping case to atone for an old one; and now Into the Wild.
After the arch dramatics of The Indian Runner, the considered tone poetry of The Crossing Guard, and the anti-thriller excellence of The Pledge, the Oscar winning actor pools all his talents to take on one of those too good to be true storylines.
There are some who think Penn is a better director than an actor, although there's insufficient evidence to make that assessment; he's only got three other features on his director's resume, "The Indian Runner" (1991), "The Crossing Guard" (1995) and "The Pledge"(2001), versus his more than 30 acting roles in films.
The Crossing Guard was an awesome character study and The Pledge really turned the cop drama on its head.