The American Clock (1993)

This film is based on Arthur Miller's recollection of the events of the 1930s Depression. John Rubinstein, Mary McDonnell, and Loren Dean are all members of an upper class family who find the world completely changed when they lose everything in the Stock Market crash. Dean, a college-aged young man, now faces no possibility of entering college, and decides to go on the road to see what is happening with the rest of the country.