Rear  - Screw Adjustable Coils Springs, truck arms and Panhard Bar

The Chevrolet Monte Carlo SS was the workhorse of Hylton Motorsports throughout the eighties. In September 1982, James Hylton entered into a relationship with Chevrolet that provided Hylton Motorsports with enough sheet metal and engines to allow for the construction of six Monte Carlo race scars.  The first Monte Carlo, a 1982 flat-nose version, was built using the chassis from the 1981 Grand Prix which had been constructed from the 1979 Impala 115" wheelbase car.  The Monte Carlo made its maiden appearance on October 10, 1982 at Charlotte Motor Speedway's National 500, where driver Lennie Pond piloted the car to a 20th place finish.  Pond would later finish an impressive 9th in the American 500 at Rockingham and 12th at Atlanta's Atlanta Journal 500. 

For the 1983 season, the 1982 Monte Carlo would receive the 1983 Monte Carlo SS nose.  The first appearance of the season would the Daytona 500 with James Hylton at the wheel.  Hylton finished 23rd in the race and backed up his performance a week later with a 21st place in the Richmond 500. Hylton Motorsports purchased an unfinished Laughlin front steer chassis from Lennie Pond and constructed a second Monte Carlo SS.  The team's remaining 1981 Pontiac Grand Prix was also converted to Monte Carlo SS standards.  A 1982 Buick Regal built over a Laughlin chassis was also purchased from NASCAR team owner Bob Rogers.  Rogers had campaigned the car as the number 37 car and it had been driven by Tim Richmond, Neil Bonnet and Donnie Allison.  The car's best finish had been a fifth at the 1983 Cracker Barrel Music City 420 at Nashville's Fairgrounds Speedway with Neil Bonnett driving.  Canadian driver Trevor Boys would compete in 23 races during the 1983 Winston Cup Season for Hylton Motorsports driving its Chevrolet Monte Carlos.  Boys would record a season-best finish of 9th at Richmond's Wrangler Sanfor-Set 400 in October. 

For the 1984 Winston Cup Season, Boys would compete full-time for Hylton Motorsports in the team's Chevrolet Monte Carlos.  The team constructed a new Laughlin chassis Monte Carlo SS for the season, which gave Hylton Motorsports a total of five race-ready Winston Cup Monte Carlos for competition. During the July 29th Talladega 500, the new build Hylton Motorsports Monte Carlo would be severely damaged.  While running in fourth position ,Boys would flip the Monte Carlo seven times after being involved in a crash with Tommy Ellis.   Boys would record a season-best finish of 10th at Dover's Delaware 500 in September.

To begin the 1985 season, driver Lennie Pond and Hylton Motorsports brought the repaired Monte Carlo SS that had been flipped at the Talladega 500 to Daytona.  Pond was running in the 11th position when a flat tire on lap 178 ended an impressive day for the Virginia driver.  During the season Hylton Motorsports would add two new cars to its fleet with the purchase of a Chevrolet Monte Carlo from Bill Terry as well as a new-build Laughlin chassis Monte Carlo.  The former Bob Rogers Monte Carlo would be totaled at Atlanta's Coca-Cola 500 when Lennie Pond crashed on lap 144.  Hylton Motorsports would also campaign its cars in the majority of the races with the number 49 rather than the familiar number 48.

Both the 1986 and 1987 seasons would be challenging ones for the team.  Rookie driver Wayne Slark destroyed the Monte Carlo built from the 1981 Grand Prix at Rockingham's Goodwrench 500 on lap 96. During the fall 1896 race at Rockingham, another rookie driver named Johnny Coy, Jr would destroy the Monte Carlo purchased from Bill Terry.  During the 1986 Winston Cup season, Hylton Motorsports had fallen from the Top-25 in Owner points for the first time since its inception.  This meant that there would be no more provisional starts and the NASCAR point fund money would not be available.  The 1987 season would be highlighted by an 18th place finish by Australian driver Tony Spanos at Martinsville Speedways' Sovran Bank 500.