YEAR-BY-YEAR
CAREER HIGHLIGHTS
2002 Celebrated Pepsi 400 victory becoming 16th driver to win both the Daytona 500 and the Pepsi 400 at Daytona International Speedway. Won the Gatorade Twin-125 qualifying race. Finished 14th in the point's championship securing 10 top-10 and four top-five finishes.
2001 Won the Daytona 500, his first Winston Cup career victory. Scored three top-five finishes. Ended season 24th in final points standings.
2000 Hired by Dale Earnhardt Inc. to drive the No.15 NAPA Chevrolet in 2001.
1999 Posted one top-five finish and led two restictor-plate races after joining Mattei Motorsports.
1998 Recorded five top-10 finishes and finished 17th overall in final season with the Wood Brothers.
1997 Logged six top-10 finishes on his way to an 18th-place finish in the final point's standings.
1996 Won "The Winston", becoming the first driver ever to win the event after transferring from the Winston Open. He Finished 14th in the Winston Cup points standings and won over $1 million in one season for the first time in his career in his inaugural season with the Wood Brothers.
1995 Tied his career-best, 12th-place finish in the final point's standings and posted two top-fives and eight top-10s in his last season driving for Chuck Rider.
1994 Finished third in the Winston Select at Talladega. Ended season 12th in the final points standings.
1993 Credits Busch Series win at Bristol as most memorable racing moment. Waltrip drove the first-ever Polish victory lap in memory of Alan Kulwicki. Posted five top 10s in the Winston Cup Series and proposed to his wife in Victory Lane.
1992 Recorded one top-five and two top-10 finishes.
1991 Grabbed both of his career poles within a three-week period (Dover and Michigan). Claimed four top-five finishes and 12 top 10s.
1990 Drove to a career-high five top-five finishes. Posted 10 top 10s in 29 starts.
1989 Claimed five top-10 finishes and ended season 18th in final Winston Cup points standings.
1988 Recorded his first top-five finish at Pocono by finishing second.
1987 Posted his first top-10 finish at Martinsville (10th).
1986 Made 28 starts in his first full-time Winston Cup season.
1985 Made his NASCAR Winston Cup debut in the Coca-Cola 600 in Charlotte. He started 24th and finished 28th.