After winning two Rookie of the Year awards in the ARTGO Challenge Series and the ASA, Fedewa's NASCAR career began when he started racing full-time in the NASCAR Busch Series for the 1993 season. He would finish second for Rookie of the Year honors, and in the five years that followed, he won three races. He began piloting the #36 Stanley Tools Chevrolet Monte Carlo in 1999 and would continue to for two-and-a-half years, until he and the team parted ways during the 2001 season.

After acting as spotter to Bill Elliott and then later to Kerry Earnhardt, he was ironically hired by FitzBradshaw Racing in 2003 to replace Earnhardt in the #12 SuperCuts/Cottman Transmission Dodge. In racing for the team, Fedewa reached as high as 9th in the 2004 points standings before dropping to 16th by the end of the season.

In 2005, Fedewa failed to finish in the top 10 in 21 Busch Series starts, and was subsequently released by FitzBradshaw Racing on July 25, 2005. A week later, he was signed by Glenn Motorsports, a NASCAR Craftsman Truck Series team.

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