Have You Seen Clem (2005)

Despite living in one of the most affluent countries in the world, millions of people in the United States live in poverty, and hundreds of thousands are homeless. Jaymo, an aspiring filmmaker, suddenly finds himself homeless and living out of his car. Desperate to find his way out, he begins shooting a documentary about the overlooked homeless people in this sharply divided society. When he meets a mysterious bum named Clem, Jaymo realizes that every homeless person has a cart full of secrets and a unique story of personal collapse to tell.