Bob Stroud, a longtime radio DJ for WDRV-FM 97.1 The Drive, is in his home studio on the Near North Side of Chicago, July 6, 2026. (Eileen T. Meslar/Chicago Tribune) For nearly five decades, classic rock jock Bob Stroud has been guiding Chicago radio listeners on a journey from obscure one-hit wonders - Crabby Appleton, anyone? - to the iconic anthems embedded deep in the collective unconscious of baby boomers everywhere.