While visiting with legendary Tigers announcer Ernie Harwell in the WJR booth during the final game at Tiger Stadium in 1999, Dickerson was invited by Harwell to call an inning of play-by-play. The following season, he joined the Tigers' radio broadcast team full-time, calling the middle innings of each game while Harwell handled the rest. Along with former Tigers catcher and color analyst Jim Price, this crew remained intact for three full seasons, even as the team switched radio flagship stations (from WJR to WXYT) at the end of the 2000 season.