Count: 10
| Race Date | Feature Start | Class | Series | Track | Race | Story |
| Saturday, November 16, 2019 | 6 | Late Model | | Whynot,MS | Fall Classic 15k | Ashton Winger wins Whynot |
| Friday, July 3, 2020 | 1 | Late Model | WoOLM | Cedar Lake,WI | | WINGER DANCES: Winger Beats Sheppard in Cedar Lake Thriller for First Outlaws Win |
| Friday, August 6, 2021 | 4 | Late Model | WoOLM | Cedar Lake,WI | | GEORGIA BADGER: WINGER SCORES SECOND WORLD OF OUTLAWS WIN AT CEDAR LAKE IN WILD FINISH |
| Saturday, October 2, 2021 | 2 | Late Model | WoOLM | Senoia,GA | | HOME COOKING: WINGER DEFENDS HOME TURF WITH VICTORY AT SENOIA |
| Wednesday, February 16, 2022 | 1 | Late Model | WoOLM | Volusia,FL | Sunshine Nationals | SPF 89: WINGER DOMINATES SUNSHINE NATIONALS MAKEUP FEATURE AT DIRTCAR NATIONALS |
| Friday, December 2, 2022 | 5 | Late Model | XRSS | All-Tech,FL | Sunshine State 50 | Ashton Winger wins XRSS at All-Tech |
| Tuesday, February 7, 2023 | 1 | Late Model | LOLM | East Bay,FL | Winter Nationals | WINGER EARNS FIRST CAREER LUCAS OIL VICTORY AT EAST BAY |
| Saturday, October 14, 2023 | 2 | Late Model | | Whynot,MS | Fall Classic | Ashton Winger wins Whynot |
| Saturday, September 13, 2025 | 2 | Late Model | WoOLM | Senoia,GA | | Winger Becomes Two-Time World of Outlaws Winner at Senoia in Series Return |
| Saturday, October 25, 2025 | 6 | Late Model | | Whynot,MS | | Ashton Winger wins Whynot |
