The show was first broadcast on October 2, 1989 as a syndicated sports radio talk show from 6:10 pm – 7:00 pm EST with Bob McCown as the host and Bill Watters as co-host. Newspaper columnist Jim Hunt later became co-host of the program, after Watters left to become assistant general manager of the Toronto Maple Leafs. When CJCL changed their format to all-sports radio in 1992, "Prime Time Sports" became the station's afternoon drive show, while also being syndicated nationwide. In 1993, McCown was reassigned as the station's new morning show host, and Dan Shulman became the program's host in his place. Hunt continued on in his role as co-host. In 1995, Shulman left the station to join TSN, and McCown was re-united with Hunt. Hunt was co-host until 2000 when he was let go by the station. In 2004, Rogers Sportsnet began simulcasting the show on television. In 2005, the program began making the 6:00 p.m. to 7:00 p.m. audio content available as a podcast and streaming audio on The FAN 590's website. By 2009, all three hours of the show were available as a podcast. In 2009, the show was available on the "East" regional feed only. In July 2010, the show's live broadcast hours were changed from 4:00–7:00 p.m.