In 1998, Jarrett won three races, and finished second in the last two races of the year, ending up third in the final point standings to Jeff Gordon, despite suffering gallbladder problems, which made him miss the exhibition race in Japan. After an offseason surgery, Jarrett returned in 1999 and took the points lead after his first win of the season at the Pontiac Excitement 400 and held it for the rest of the season, when he won The Winston Cup title by 201 points over Bobby Labonte with 4 wins (Richmond, Michigan, Daytona, and Indianapolis), 24 top five finishes, 29 top ten finishes, and an average 6.8 finish. He also retired from the Busch Series to become a part-time owner, partnering with National Football League quarterback Brett Favre to field the No. 11 Rayovac-sponsored Ford for his son Jason, Yates teammate Kenny Irwin, Jr., and Steve Grissom. He had 11 wins in the Busch Series when he retired.