Dewey was born and raised in Owosso, Michigan, where his father owned, edited, and published the local newspaper, the Owosso Times. He graduated from the University of Michigan in 1923, and from Columbia Law School in 1925. While at the University of Michigan, he joined Phi Mu Alpha Sinfonia, a national fraternity for men of music, and was a member of the University of Michigan Men's Glee Club|Men's Glee Club. He was an excellent singer with a deep, baritone voice, and in 1923 he finished in third place in the National Singing Contest. He briefly considered a career as a professional singer, but decided against it after a temporary throat ailment convinced him that such a career would be risky. He then decided to pursue a career as a lawyer. He also wrote for The Michigan Daily, the univer