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| 5/22/2021 | Dells Raceway Park - Wisconsin Dells, WI Southern Aprons Challenge Night-Tribute to Johnny Ziegler-Full Program of Racing 6pm Asphalt Late Models, Midwest Modifieds, Pro Legends, Asphalt Pure Stocks | Results | | Michael Holewinski (Pro Legends) | 7th | - | 10th | - |
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| 5/29/2021 | Dells Raceway Park - Wisconsin Dells, WI Lyle Nabbefeldt 55 Tribute Night-CWRA Super Late Models 6pm Stock Cars, Bandits, Young Guns, Pro Legends, Asphalt Sportsman Late Models, Generic 1 | Results | | Michael Holewinski (Pro Legends) | - | - | - | - |
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| 6/26/2021 | Dells Raceway Park - Wisconsin Dells, WI Trickle 99 Alive for 5 Race #3 6pm Plus Fireworks! Asphalt Super Late Models, Pro Legends, Asphalt Sport Mods | Rain Out |
| 7/17/2021 | Dells Raceway Park - Wisconsin Dells, WI O'Reilly's Auto Parts 50-CWRA Super Late Models 6pm Stock Cars, Bandits, Young Guns, Pro Legends, Asphalt Sport Mods | Results | | Michael Holewinski (Pro Legends) | 8th | - | 5th | - |
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| 7/31/2021 | Dells Raceway Park - Wisconsin Dells, WI Assembly Products Shootout $5000 to Win Late Models, INEX Legend Regionals-C.O.P.S. & Sportsman 6pm Asphalt Late Models, Pro Legends, Asphalt Sportsman Late Models | Results | | Michael Holewinski (Pro Legends) | 5th | - | - | - |
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| 8/7/2021 | Dells Raceway Park - Wisconsin Dells, WI Weaver Auto Value Late Model 50-Racing 6PM Asphalt Late Models, Midwest Modifieds, Bandits, Pro Legends, Generic 1 | Rain Out |
| 9/11/2021 | Dells Raceway Park - Wisconsin Dells, WI Kalahari Resorts 2021 Season Championship Night Asphalt Late Models, Midwest Modifieds, Bandits, Pro Legends, Asphalt Sportsman Late Models | Results | | Michael Holewinski (Pro Legends) | - | - | - | - |
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