K&N Pro Series East Massey competed in two
NASCAR K&N Pro Series East races in 2014 for
DRIVE Technology.
Craftsman Truck Series in 2024 Massey made his NASCAR Gander Outdoors Truck Series debut in the
2019 M&M's 200 at
Iowa Speedway. He placed 22nd in the event, and was moved up one position after
Ross Chastain's disqualification. Massey was scheduled to run the full NASCAR Craftsman Truck Series in 2023 for
Reaume Brothers Racing in the No. 33
Ford F-150, but left the team seven races into the season. On April 1, 2023, at Texas Motor Speedway in the SpeedyCash.com 250, Massey had his best career Truck Series finish of eleventh place. On February 12, 2024, it was announced that Massey would run full-time in the Truck Series in
2024, driving the No. 02 truck for
Young's Motorsports. However, he parted ways with the team after the race at
Richmond.
Xfinity Series On January 28, 2020, it was announced that Massey would drive the No. 99 for
B. J. McLeod Motorsports for a portion of the
2020 NASCAR Xfinity Series season, with his first race at
Las Vegas Motor Speedway. After the season was over, Massey returned to a track that he raced earlier in his career to win the
dirt crate late model feature at Senoia Raceway's Fall Nationals. Massey rejoined BJMM and the No. 99 on a twelve-race schedule in 2021. In 2022, Massey joined
DGM Racing to drive the No. 91 for every oval race. Massey achieved a career-best sixth-place finish at the spring Atlanta race. In 2023, Massey drove five races for
SS-Green Light Racing and DNQ'd once for
Alpha Prime Racing. in 2025 In 2025, Massey competed part-time with
Alpha Prime Racing in the No. 45
Chevrolet.
ARCA Menards Series West On January 13, 2026, it was announced that Massey will drive full-time in the
ARCA Menards Series West, driving the No. 19
Chevrolet for
Bill McAnally Racing. ==Personal life==