Tyler started his racing career in 2002 in quarter midgets. At the age of 14, he jumped into the 600 micro scene. At the age of 18 he started his sprint car career in the 358 division and shortly after jumped to the 410 division.

Ross got his feet wet in 410 sprint car racing in late 2013 and 2014 at the wheel of the Jon Pinter No.92. He then opted to race a limited schedule of 15-20 races in the family equipment during 2015, 2016, and 2017. He bounced around in 358/360 rides to fill in other dates on his schedule during those seasons, and he focused entirely on 358/360 racing in 2019. In 2020, he returned to the family car and again filled out his season with 358/360 rides.

In 2018, Ross was asked to fill the seat of Rick Lefever's No.75. While that partnership initially only lasted one season, he returned to that seat for the 2021-2023 seasons and supplemented that by racing his own equipment, mostly as an R&D effort to try new things since the two teams raced the same equipment.

Following the 2023 season, Ross and his father made the decision to work on elevating the family program to improve their time trial efforts and to have the resources to race a full season schedule.

(9) 358 sprint wins
(4) 360 URC feature wins
2015 URC rookie of the year
(7) 410 sprint car feature wins