Haley began his racing career at age nine in Quarter Midgets at Kokomo during the late summer of 2008. In 2009 and 2010, he scored in the KQMC and Indiana State Series, and in 2011, he won the Light 160 State Championships. In 2014, Haley competed in three K&N Pro Series East races, achieving a best finish of seventh at Dover International Speedway. The following year, he joined HScott Motorsports to compete full-time in the Pro Series East. In 2016, Haley recorded his first career Pro Series East win at Greenville-Pickens Speedway and won the Pro Series East championship, finishing in the top ten in all fourteen races, the only driver in series history to achieve this.
Haley made his NASCAR Craftsman Truck Series debut in 2015 at Bristol with Braun Motorsports, driving the No. 32 Chevrolet Silverado and finishing fourteenth. His subsequent Truck race at Martinsville Speedway ended due to a crash. At Phoenix International Raceway, Haley achieved his first top-ten finish, placing seventh. On December 9, 2016, it was announced that Haley would drive the No. 24 truck for GMS Racing in 2017, starting with the third race of the season. Haley joined GMS full-time in 2017, driving the No. 24 Silverado. He missed the first two races due to NASCAR's age restriction. In June 2018, he earned his first career win at Gateway Motorsports Park, which qualified him for the playoffs for the first time. Haley secured his second win of the season at Canadian Tire Motorsport Park and his third win at Texas Motor Speedway. These victories qualified him for the playoff finale at Homestead, where he finished third in the points standings. Haley returned to GMS and the Truck Series in July 2020 at Texas. On January 29, 2025, it was announced that Haley would return to the Truck Series, driving the No. 7 truck for Spire Motorsports at Daytona. On October 29, 2025, Kaulig Racing announced Haley would join their Ram Trucks team in 2026.
In June 2018, Haley made his NASCAR Xfinity Series debut at Iowa Speedway, driving the No. 23 for GMS Racing. He finished twelfth. Haley drove the No. 24 car at Daytona in July 2018 for GMS Racing, where he unofficially won the race but was penalized for going below the double yellow line. On December 1, 2018, Haley signed a multi-year deal to drive the No. 11 full-time for Kaulig Racing in 2019. He finished second in the 2019 Daytona July race to teammate Ross Chastain. Haley qualified for the Xfinity playoffs and finished the 2019 season twelfth in points with twenty top-tens. In June 2020, Haley scored his first Xfinity victory at Talladega Superspeedway, becoming the 32nd driver to win a race in all three NASCAR national series. On August 28, 2021, Haley scored his only Xfinity victory of the season at Daytona, winning by 0.023 seconds over teammate A. J. Allmendinger. He reached the Round of 8 and finished the season sixth in points.
In April 2019, Haley joined Spire Motorsports' No. 77 for his NASCAR Cup Series debut at Talladega Superspeedway. For the 2019 Coke Zero Sugar 400 at Daytona, he inherited the lead through pit strategy under caution just before lightning struck the track, leading to the race being called. This secured Haley's first Cup win in his third start and Spire's first win in their maiden season. Haley was not eligible for the 2019 Cup playoffs. On January 10, 2020, Kaulig Racing announced Haley would drive for the team at the Daytona 500. In July, Haley rejoined Spire for the 2020 NASCAR All-Star Race at Bristol. Haley was offered a contract by Spire for the 2021 NASCAR Cup Series season, running 31 races. In June 2021, Kaulig Racing announced Haley would race full-time in one of their Cup Series entries in 2022, driving the No. 31. Haley began the 2023 season with a penalty to the No. 31 car at Phoenix. He nearly won the inaugural race at the Chicago Street Course, finishing second behind Shane van Gisbergen. On July 20, 2023, it was announced that Haley would move to Rick Ware Racing in 2024 on a multi-year contract. Haley started the 2024 season with a disqualification at the Circuit of the Americas. He earned his first top-ten with Rick Ware Racing at Darlington Raceway, finishing ninth, and scored a second ninth-place finish at Gateway. On September 20, 2024, it was announced that Haley would replace Corey LaJoie full-time at Spire Motorsports in 2025. At Talladega, Haley scored his best finish of the year, seventh. On October 14, 2025, Spire announced that they and Haley would part ways after the 2025 season.
Haley is the nephew of Todd Braun, owner of Braun Motorsports. He lives in North Carolina. Haley is vegan. On November 17, 2023, Haley married Haley Mottinger.
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