During a press conference at Lowe's Motor Speedway on May 16, 2008, Earnhardt stated that once the Nationwide (now Xfinity) Series started using the Car of Tomorrow chassis, which debuted in July 2010 at the Daytona International Speedway, his Nationwide teams would possibly leave the series, due to the costs of switching cars. When asked if he would move JR Motorsports to the Sprint Cup Series, Earnhardt said that due to the Xfinity Series and Sprint Cup Series almost having the same expensive costs, he might move the team to the Sprint Cup Series as early as 2009 "if the right opportunity comes along with the right sponsorship and driver...". However, JR Motorsports did not end up moving their team to Sprint Cup and has remained in the Xfinity and Camping World Truck Series, partially due to NASCAR's Cup Series limit of four cars per team owner. Because Rick Hendrick has an ownership stake in JR Motorsports and already fields the maximum of four cars with Hendrick Motorsports, JR Motorsports cannot field an entry in the Cup Series without Hendrick releasing his interest in the team. However, on April 11, 2021, Earnhardt Jr. hinted that JR Motorsports may move up to the Cup Series, given the proposed savings associated with the debut of the Next-Gen car in 2022. The challenges for the team are acquiring a charter, not continuing their professional relationship with Rick Hendrick (as a JRM Cup team with Hendrick's involvement would max out the four-car limit of Hendrick Motorsports), and securing sponsorship for a Cup program.
On January 15, 2025, it was announced that JR Motorsports, in collaboration with Chris Stapleton, will compete in the 2025 Daytona 500 with the No. 40 car, driven by Justin Allgaier. No. 40 was selected for the car to reflect the labeling of Stapleton's signature Traveller Whiskey, the primary sponsor of the car, as "Blend No. 40" on its bottles. This will be Allgaier's first Cup Series start since the 2024 Coca-Cola 600, where he filled in for Kyle Larson. Larson was originally scheduled to pilot the No. 5 car but missed the race due to his participation in the 2024 Indianapolis 500 on a day in which weather issues delayed the Indianapolis 500 several hours and cut the Coca-Cola 600 short before Larson could get in the car.

Elliott Sadler (2016–2018)

It was announced in late 2015 that Elliott Sadler would drive the new No. 1 OneMain Financial Chevy, replacing Chase Elliott as he moved up to take over the No. 24 replacing Jeff Gordon. Sadler started the season with a fourth-place finish in the season opener at Daytona. He would win three races in 2016 and ended up finishing second in the overall standings after a controversial restart with less than ten laps remaining at Homestead that cost Sadler and his teammate, Justin Allgaier, a shot to win the title. In 2017, Sadler didn't win a race but ended up finishing 2nd in points behind only teammate William Byron.

Michael Annett (2019–2021)

On September 25, 2018, Noah Gragson was announced as the new driver of the No. 1 after Sadler announced his retirement earlier that year; However, on January 25, 2019, it was announced that Michael Annett would drive the No. 1 car with the points from the 5 car going over to the 1 car while Gragson would drive the No. 9 car. Annett scored his first career victory at Daytona International Speedway in the NASCAR Racing Experience 300. Annett returned to JRM in 2020 and qualified for the playoffs. He was eliminated after the first round. In July 2021, Annett missed the races at Atlanta and New Hampshire due to a stress fracture in his right femur. Austin Dillon served as his replacement in the No. 1 for Atlanta, while Josh Berry did so for New Hampshire. On October 6, 2021, Annett announced his retirement from full-time racing.

Sam Mayer (2022–2024)

Sam Mayer was announced the new full-time driver of the No. 1 on January 4, 2022. He started the season with a 30th-place finish at Daytona and scored four top-five finishes in the first 10 races. On May 3, crew chief Taylor Moyer was suspended for four races due to a tire and wheel loss at Dover. Andrew Overstreet was announced as the crew chief of the No. 1 for Darlington.

On August 9, 2022, it was announced that Mayer would return for the 2023 season. He started the 2023 season with a 27th-place finish at Daytona. Mayer scored his first career win at Road America. He followed it up with his second win at Watkins Glen. During the playoffs, Mayer won at the Charlotte Roval and at Homestead to make the Championship 4. Mayer finished fifth at Phoenix and third in the points standings.

Mayer started the 2024 season with a 36th place DNF at Daytona. At Texas, he beat Ryan Sieg by 0.002 seconds to w…

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Multiple Drivers (2015)

On January 12, 2015, JR Motorsports announced that Haas Racing Development driver Cole Custer would drive a truck for the team in 10 races in 2015, marking the team's first foray into the Camping World Truck Series. Trucks were acquired from former Hendrick development partner Turner Scott Motorsports after that team ceased operations. The team operated out of a satellite facility in Mooresville, North Carolina. The truck's number (No. 00) and sponsor (Haas Automation) both came with the team from Haas Racing.Under NASCAR's age requirement rules for the Truck Series, the 17-year-old Custer ran 10 races, all at tracks under 1.1 miles (1,800 m) in length (and Gateway Motorsports Park), with the team planning a full-time run in 2016 for the championship. Kasey Kahne, Kevin Harvick, Kyle Larson, Alex Bowman, and Jeb Burton also ran races in the No. 00 truck. The No. 00 ran 15 races, winning twice: with Kahne at Charlotte in May, and with Custer at Gateway in June.

Cole Custer (2016)

In 2016, Custer went full time in the No. 00 and won the pole at Canadian Tire Motorsports Park, and looked to be the truck to beat. After leading the most laps, it seemed as though Custer would score his first win of the season and a spot in the inaugural chase, until John Hunter Nemechek put Custer into the grass and into the fence to win the race. After the race, Custer tackled Nemechek to the ground and was soon separated by NASCAR officials. No fines or penalties would be handed out to either driver.

In early January 2017, JRM announced the end of their participation in truck racing - to focus fully on their Xfinity Series entries.
In 2016, the team fielded a second truck numbered 49 for Nick Drake, like Cole Custer a Haas Racing Development driver, beginning at Dover. The entry was fielded in a collaboration with Premium Motorsports, a fellow Truck Series team which normally runs the No. 49. Drake's paint scheme is similar to Cole Custer's, with the same Haas Automation sponsorship. In Drake's first career start at Dover, he finished a solid 16th. Drake made his second start at Iowa Speedway. The truck did not make any other starts with JR Motorsports equipment. Like the No. 00, the No. 49 was shut down due to sponsor Haas Automation leaving the team.
In 2016, JR Motorsports entered a second truck in collaboration with Contreras Motorsports for Chase Elliott in the Texas Roadhouse 200 at Martinsville Speedway with NAPA and Valvoline as co-sponsors. Elliott started on the pole and led 109 of 200 …

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