In January 1998, Wolf returned to Chicago's radio airwaves as the morning news and sports anchor for host Jonathon Brandmeier on WCKG-FM. "I stand on the shoulders of the giants of news broadcasting-Edward R. Murrow, Walter Cronkite and (Chicago newsman and past Brandmeier sidekick) Buzz Kilman," Wolf joked to the Chicago Sun-Times in January 1998. By December 1998, Wolf's contract was not renewed at WCKG after Brandmeier brought back his old colleague, Buzz Kilman. "Radio is a game of musical chairs. I almost worked with Buzz at the Loop last year. And I've known Buzz since he was middle-aged," Wolf joked to the Chicago Sun-Times in December 1998.