In his childhood, Dippel started his racing career in go-karts at Oakland Valley Speedway. He later raced big-blockmodifieds in New York at tracks like Orange County Fair Speedway, sometimes traveling to the southeastern United States. He also raced dirt bikes and four-wheelers, leading to multiple injuries as a child. As he advanced, he was a mainstay at the top of the PASSsuper late model tour standings until late season troubles in 2015.
Developmental series
Moving to stock cars in 2016, Dippel teamed with HScott Motorsports with Justin Marks for the NASCAR K&N Pro Series East season. He won his second-ever start in the series, at Mobile Speedway in Alabama. In April, he was named to the NASCAR Next class for 2016 and 2017. After HScott closed at the end of 2016, a new team to the KNPSE signed Dippel for 2017 in Rette Jones Racing. Dippel raced three races with ARCA Racing Series team Win-Tron Racing in 2017, at Toledo Speedway and the series' two dirt track races. He failed to finish two but turned in a third-place showing at Illinois State Fairgrounds Racetrack. In 2018, Dippel signed with Chad Bryant Racing and finished sixth with the team in his first race at Nashville Fairgrounds Speedway. In early February 2018, Dippel and RJR confirmed a second season together in the NASCAR K&N Pro Series East. Dippel left the team after one race, citing a lack of performance, and joined MDM Motorsports for the second race on the schedule. After that, Dippel joined DGR-Crosley for the remainder of the 2018 season. He won his first race with the team, at Langley Speedway, after winning the pole. He and teammate Tyler Ankrum used tire strategy to their advantage, conserving them at the start to have the most speed at the end. Before the season finale, it was announced that after deliberation within the team following the previous race, Dippel and the team would move in different directions. The move came after Ankrum had voiced displeasure with Dippel's driving after the end of the New Hampshire race. Dippel had also intentionally crashed Ankrum at the conclusion of the race at New Jersey Motorsports Park. Team owner David Gilliland stated: "After much internal discussion following the race at New Hampshire, we agreed parting ways was the right decision for all parties involved. Tyler has been an integral part of our program this year and we thank him for his contribution to our growth and success. We wish him and his family nothing but the best going forward."
Parlaying off of his K&N efforts, Dippel made his NASCAR Camping World Truck Series debut at Eldora Speedway in 2018 with DGR-Crosley, driving the organization's No. 17 entry. On September 26, 2018, it was announced that he would join GMS Racing's No. 25 entry for the four remaining races of 2018. His best result on the year came at the Eldora race, finishing thirteenth. For 2019, Dippel was announced to take over the No. 02 truck at Young's Motorsports, replacing Austin Hill. His first career top-ten finish came at Texas Motor Speedway in April. Dippel drew the ire of competitor Ben Rhodes at the Eldora Dirt Derby; Dippel failed an attempted slide job on Rhodes late in the race, pushing Rhodes into the fence and dropping him six spots behind Dippel. After the race, Dippel rammed into Rhodes on the cooldown lap, leading Rhodes to attempt to drag Dippel out of his truck on pit road after the race before being pulled away by NASCAR officials. Dippel later called out Rhodes in an expletive-laced tirade, calling it "cool" that Rhodes would miss the playoffs and implying that Rhodes was scared of fighting him. Rhodes, in a calmer postrace interview, called Dippel a dirty driver. On August 23, 2019, days before the Chevrolet Silverado 250 at Canadian Tire Motorsport Park, Dippel was indefinitely suspended by NASCAR for violating its conduct policy. At the time of his suspension, he was 13th in points with three top-ten finishes. On the Monday after the suspension was announced, it was confirmed by NASCAR that the suspension stemmed from a traffic stop and subsequent arrest in New York when state troopers found drugs linked to Adderall in Dippel's vehicle. The charges were dropped the following week and he was reinstated.
Personal life
In March 2019, Dippel was arrested on account of reckless driving during the Martinsville Speedway race weekend, later pleading guilty to improper driving. In summer 2019, Dippel was ejected from a casino near Pocono Raceway for having a fake identification card. In August 2019, Dippel was charged with criminal possession of a controlled substance in New York after state troopers found amphetamines in his car. The charges were eventually dropped after the amphetamines in the car were found to have belonged to a friend who claimed responsibility to leaving it in the car.
Motorsports career results
NASCAR
Gander Outdoors Truck Series
K&N Pro Series East
Season still in progress Ineligible for series points
