Hill began karting in 2005 at the age of twelve, recording more than eighty victories in his first season and winning two World Karting Association championships, two King George Speedway track championships, and the Concord Speedway Winter Championship. He also finished third in the WKA National Championship. From Bandolero cars, Hill moved to Legend car racing and the Allison Legacy Series, winning ten races in the Allison Legacy Series in 2009 and finishing first in the standings. He also won the Summer Shootout at Charlotte Motor Speedway and two Winter Heat Series Legend car races.
Hill entered the NASCAR Nationwide Series in 2011 with Rick Ware Racing, becoming the series Rookie of the Year after finishing seventeenth in the standings. He edged Blake Koch by a single point at Homestead-Miami Speedway to claim the honor, having competed in 33 of 34 races with a best finish of eleventh at Road America.
In 2012, Hill moved up to the Sprint Cup Series under an alliance between Max Q Motorsports and Rick Ware Racing, driving the No. 37 Ford. He failed to qualify at Phoenix in his first attempt but qualified for and raced at Las Vegas, where a crash ended his day in 42nd. He returned to the Nationwide Series for the majority of 2012 after a difficult start to his Cup campaign.
Hill made appearances across several teams through 2013 and 2014, including FAS Lane Racing's No. 32 and Circle Sport's No. 33 in the Cup Series. A notable 2014 incident at Bristol occurred when Hill failed to slow under caution and struck the rear of the stopped car of Matt Kenseth, who was running second. Darrell Waltrip called the move a "rookie mistake" on the broadcast, though he later softened his tone; Hill stated his spotter had not alerted him to the caution.
From 2015 onward, Hill raced predominantly for MBM Motorsports (later Garage 66) and Premium Motorsports across Cup, Xfinity, and Truck Series entries. At Daytona in July 2018, he scored his and MBM's first NASCAR top-ten — a seventh place in the Xfinity Series race.
The 2020 season stood as Hill's most prolific. He made all 36 Cup starts, 29 of 33 Xfinity starts, and ten Truck Series starts — a total of 75 national series starts. Only Kyle Busch (who accomplished the feat four times) and Ross Chastain (in 2018 and 2019) had surpassed that total in a single season. Hill's 2020 Cup highlights included a nineteenth-place finish at Bristol and a fifteenth at Talladega, where he was running inside the top ten before running out of fuel.
Earlier in 2020, Hill made the starting field for the Daytona 500 after finishing sixteenth in Duel 2. That same weekend, his Xfinity team received a $50,000 fine and a 75-point deduction for body filler violations in pre-race inspection; without suspended crew chief Sebastian LaForge, Hill finished third in the Xfinity race, his career-best finish in the series.
During the COVID-19 pandemic, NASCAR drivers raced on iRacing in the eNASCAR Pro Invitational Series. At the O'Reilly Auto Parts 125 on March 29, 2020, Hill won the virtual race at Texas Motor Speedway in his No. 66 virtual car, his 674th career iRacing victory from 1,677 total events.
On August 28, 2022, Hill finished second in the Wawa 250 at Daytona, driving MBM's No. 13 Chevrolet with sponsorship from Coble Enterprises and VSI Racing. The result was the best Xfinity Series finish for both Hill and MBM Motorsports, finishing behind race winner Jeremy Clements.
During the 2019 NASCAR Gander Outdoors Truck Series season, Hill formed Hill Motorsports, fielding the No. 56 Silverado — the same number used by his father Jerry Hill during his career. The team operated with trucks acquired from MDM Motorsports and debuted at the TruNorth Global 250 at Martinsville Speedway. At the NASCAR Hall of Fame 200 at Martinsville later that year, Hill navigated multiple wrecks to finish fifth in his own truck — the best result in team history at that time. His brother Tyler Hill co-drives and co-owns the No. 56 truck.
Hill married in January 2018 and has two children. His brother Tyler races part-time across the ARCA, Xfinity, and Truck Series. Hill's father Jerry Hill competed in NASCAR and the family number 56 has been carried forward through Hill Motorsports as a tribute.