Telander is the senior sports columnist for the Chicago Sun-Times. Hired in 1995 from Sports Illustrated, where he was a Senior Writer. After graduating from Northwestern, Telander was drafted by the Kansas City Chiefs in 1971. In 2004, he wrote a book about this experience Like a Rose, which was made into a short film by NFL Films. In the 80s, Telander was a Senior Writer at Sports Illustrated. He also has won nine Peter Lisagor awards for sports journalism. He is the author of eight books. Heaven Is A Playground, was named one of the Ten Best Sports Books of All Time by Playboy Magazine, and one of the 100 Best Sports Books by Sports Illustrated.