In 1989, Trickle made his full schedule debut driving the No.
84 Miller High Life Buick for Stavola Brothers Racing.
He had raced occasionally during the 1970s and 1980s.
He was rookie of the year in NASCAR's Winston Cup Series at age 48 (and a grandfather), becoming the oldest driver in Winston Cup history to do so.
After being given the rookie of the year trophy at the NASCAR awards banquet, he quipped "I guess I’d just like to thank everyone who gave a young guy like me a chance".
  His best career Winston Cup finish was third (five times).
He started 303 races, with 15 top five and 36 top ten finishes.

In 1990, he won the Winston Open (the qualifying race to fill out the field of The Winston, which is now the Monster Energy NASCAR All-Star Race) in the No.
66 TropArtic Pontiac.
The Open was a non-points event for drivers who did not win in the previous year.
He beat Rob Moroso by 8 inches, the smallest margin of victory at the event.
He also won his only career Cup pole, at Dover Downs International Speedway.
In the middle of the 1991 season, he went to drive the No.
24 Team III Racing Pontiac.
His best finish was sixth at Dover International Speedway.
In 1992, he teamed up once again with the Stavola Brothers, driving the No.
8 Snickers Ford.
In 1993, he drove the No.
75 Carolina Pottery Ford for Butch Mock Motorsports and then the No.
41 Manheim Auctions Chevy for Larry Hedrick Motorsports.

Part of his popularity stemmed from his unusual, double-entendre name.
ESPN's Dan Patrick and Keith Olbermann often made it a point to mention where he finished whenever NASCAR highlights were featured on SportsCenter.
He was also widely noted for having drilled a hole in his safety helmet so that he could smoke while racing, and for installing cigarette lighters in his race cars.
Trickle was allowed by NASCAR to smoke in the race car during yellow flag periods, and in the 1990 Winston 500 (now the Aaron's 499), Trickle was seen on live television by the in-car camera lighting up and smoking a cigarette.

Trickle even made fun of his lack of success in NASCAR's top-level series in a 1997 TV commercial for NAPA Auto Parts.
In it, Trickle announces a contest where fans can win $100,000 if they pick the winner of that year's NAPA 500 race. "
A little tip...it's gonna be me," he says, as an on-screen graphic points out "Dick is 0 for 243 in Cup races". "
I think we get champagne (after winning)," says Trickle.

Dick also raced in the Busch Series, where he won two races.
 He had 158 career starts, with 24 top five and 42 top ten finishes.
He made his Busch Series debut in 1984.

Through the 2000s, Trickle continued to race in occasional events in Wisconsin, including the 2001 and 2007,  Slinger Nationals at Slinger Super Speedway and in the ASA Midwest Tour.
In 1989, Trickle made his full schedule debut driving the No. 84 Miller High Life Buick for Stavola Brothers Racing. He had raced occasionally during the 1970s and 1980s. He was rookie of the year in NASCAR's Winston Cup Series at age 48 (and a grandfather), becoming the oldest driver in Winston Cup history to do so. After being given the rookie of the year trophy at the NASCAR awards banquet, he quipped "I guess I’d just like to thank everyone who gave a young guy like me a chance".   His best career Winston Cup finish was third (five times). He started 303 races, with 15 top five and 36 top ten finishes.
In 1990, he won the Winston Open (the qualifying race to fill out the field of The Winston, which is now the Monster Energy NASCAR All-Star Race) in the No. 66 TropArtic Pontiac. The Open was a non-points event for drivers who did not win in the previous year. He beat Rob Moroso by 8 inches, the smallest margin of victory at the event. He also won his only career Cup pole, at Dover Downs International Speedway. In the middle of the 1991 season, he went to drive the No. 24 Team III Racing Pontiac. His best finish was sixth at Dover International Speedway. In 1992, he teamed up once again with the Stavola Brothers, driving the No. 8 Snickers Ford. In 1993, he drove the No. 75 Carolina Pottery Ford for Butch Mock Motorsports and then the No. 41 Manheim Auctions Chevy for Larry Hedrick Motorsports.
Part of his popularity stemmed from his unusual, double-entendre name. ESPN's Dan Patrick and Keith Olbermann often made it a point to mention where he finished whenever NASCAR highlights were featured on SportsCenter. He was also widely noted for having drilled a hole in his safety helmet so that he could smoke while racing, and for installing cigarette lighters in his race cars. Trickle was allowed by NASCAR to smoke in the race car during yellow flag periods, and in the 1990 Winston 500 (now the Aaron's 499), Trickle was seen on live television by the in-car camera lighting up and smoking a cigarette.
Trickle even made fun of his lack of success in NASCAR's top-level series in a 1997 TV commercial for NAPA Auto Parts. In it, Trickle announces a contest where fans can win $100,000 if they pick the winner of that year's NAPA 500 race. "A little tip...it's gonna be me," he says, as an on-screen graphic points out "Dick is 0 for 243 in Cup races". "I think we get champagne (after winning)," says Trickle.
Dick also raced in the Busch Series, where he won two races.  He had 158 career starts, with 24 top five and 42 top ten finishes. He made his Busch Series debut in 1984.
Through the 2000s, Trickle continued to race in occasional events in Wisconsin, including the 2001 and 2007,  Slinger Nationals at Slinger Super Speedway and in the ASA Midwest Tour.
Dick Trickle