Following his title in 1999, Jarrett won the Daytona 500 for the third time in 2000 but after only winning one other race and dropping to fourth in the standings, Ford elected to withdraw as the primary sponsor (although Ford Credit remained as the secondary).
United Parcel Service (UPS) was signed as the primary sponsor for Jarrett and shortly thereafter, UPS began a multi-year promotional campaign involving the company trying to convince him to drive their trademark "Big Brown Truck" in a race.

In 2001, he won three of the first eight races of the season (Darlington, Texas, and Martinsville) and resumed the points lead (trading it with Jeff Gordon, with the two of them having the same point totals for a few different weeks) but won only one more time over the course of the year and faded back to fifth in the standings.
This was a good and bad year for Jarrett; the good thing was that he won four races (New Hampshire was the fourth win in July) with the bad part being the fact that he suffered a hard crash and a minor concussion at the new Kansas Speedway.
In an interview, Jarrett said that he did remember not being in the Protection One 400 but only getting on the plane to go to the racetrack.
After that season, Jarrett's long-time crew chief Todd Parrott departed and Jimmy Elledge took over the role as a replacement.
After seven races of the 2002 season, Jarrett and Parrott reunited, and Jarrett went on to clinch two victories (Pocono and Michigan) and rebounded to ninth in the final standings after the poor start to the year.

Jarrett began the 2003 season by winning at North Carolina Speedway but only posted five more Top 10 finishes, relegating him to 26th in the final standings.
He rebounded in 2004 to finish 15th in points, despite not winning a race for the first time since 1992.
In 2005, Jarrett had an up-and-down year in 2005.
In the Busch Series Bristol race, he was involved in a crash with Shane Hmiel.
When Jarrett confronted him under a red flag, Hmiel flipped him off drawing a fine from NASCAR.
Jarrett was not penalized for any part he had in the wreck.

Later, Jarrett got his last career Cup series win at Talladega Superspeedway, again finishing 15th in the standings.
Following his title in 1999, Jarrett won the Daytona 500 for the third time in 2000 but after only winning one other race and dropping to fourth in the standings, Ford elected to withdraw as the primary sponsor (although Ford Credit remained as the secondary). United Parcel Service (UPS) was signed as the primary sponsor for Jarrett and shortly thereafter, UPS began a multi-year promotional campaign involving the company trying to convince him to drive their trademark "Big Brown Truck" in a race.
In 2001, he won three of the first eight races of the season (Darlington, Texas, and Martinsville) and resumed the points lead (trading it with Jeff Gordon, with the two of them having the same point totals for a few different weeks) but won only one more time over the course of the year and faded back to fifth in the standings. This was a good and bad year for Jarrett; the good thing was that he won four races (New Hampshire was the fourth win in July) with the bad part being the fact that he suffered a hard crash and a minor concussion at the new Kansas Speedway. In an interview, Jarrett said that he did remember not being in the Protection One 400 but only getting on the plane to go to the racetrack. After that season, Jarrett's long-time crew chief Todd Parrott departed and Jimmy Elledge took over the role as a replacement. After seven races of the 2002 season, Jarrett and Parrott reunited, and Jarrett went on to clinch two victories (Pocono and Michigan) and rebounded to ninth in the final standings after the poor start to the year.
Jarrett began the 2003 season by winning at North Carolina Speedway but only posted five more Top 10 finishes, relegating him to 26th in the final standings. He rebounded in 2004 to finish 15th in points, despite not winning a race for the first time since 1992. In 2005, Jarrett had an up-and-down year in 2005. In the Busch Series Bristol race, he was involved in a crash with Shane Hmiel. When Jarrett confronted him under a red flag, Hmiel flipped him off drawing a fine from NASCAR. Jarrett was not penalized for any part he had in the wreck.
Later, Jarrett got his last career Cup series win at Talladega Superspeedway, again finishing 15th in the standings.
Dale Jarrett