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| 5/24/2020 | Slinger Super Speedway - Slinger, WI EH Wolf & Sons Memorial Day Asphalt Late Models, Asphalt Super Late Models, Outlaws, Pro Legends, Asphalt 4-Cylinders, Asphalt Figure 8 Stock Cars, Honda Challenge | Results | | Dillon Schwanbeck (Pro Legends) | 7th | - | - | 5th |
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| 5/30/2020 | Dells Raceway Park - Wisconsin Dells, WI Nabbefeldt Memorial-CWRA Super Late Models Twin Features Asphalt Super Late Models, Midwest Modifieds, Young Guns, Pro Legends, Asphalt Sportsman Late Models, Asphalt Sport Mods | Results | | Dillon Schwanbeck (Pro Legends) | - | 3rd | - | 3rd |
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| 6/13/2020 | Dells Raceway Park - Wisconsin Dells, WI Brewster Lanes 50-Full Racing Program Asphalt Late Models, Midwest Modifieds, Bandits, Pro Legends, Asphalt Sportsman Late Models, Junior 2 Animal Asphalt Karting | Results | | Dillon Schwanbeck (Pro Legends) | - | 6th | - | 8th |
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| 6/27/2020 | Dells Raceway Park - Wisconsin Dells, WI Trickle 99-Alive for 5 Race Plus Fireworks Extravaganza ! TT 4:45 Racing 6PM Asphalt Super Late Models, Pro Legends, Asphalt Sport Mods | Results | | Dillon Schwanbeck (Pro Legends) | 2nd | - | - | 5th |
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| 7/11/2020 | Dells Raceway Park - Wisconsin Dells, WI 608-Graphics Night & All Students $5 TT 4:45 Racing 6PM Asphalt Late Models, Midwest Modifieds, Bandits, Young Guns, Pro Legends | Results | | Dillon Schwanbeck (Pro Legends) | 4th | - | - | 12th |
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| 7/12/2020 | Slinger Super Speedway - Slinger, WI Small Car Nationals Asphalt Mini Stocks, Outlaws, Pro Legends, Asphalt 4-Cylinders, Muscle Car, Sport Compact, Honda Challenge | Results | | Dillon Schwanbeck (Pro Legends) | 4th | - | - | 6th |
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| 7/25/2020 | Dells Raceway Park - Wisconsin Dells, WI Assembly Products Late Model Shoot Out $5000 to Win-Plus Live Band After Races Asphalt Late Models, Midwest Modifieds, Pro Legends | Results | | Dillon Schwanbeck (Pro Legends) | 8th | - | 1st | 16th |
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| 8/7/2020 | Hawkeye Downs Speedway - Cedar Rapids, IA Weekly Racing Hobby Stocks, Sportsmans, Masters Legends, Hornets, Asphalt Sport Mods | Results | | Dillon Schwanbeck (Masters Legends) | 6th | - | - | 10th |
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| 8/8/2020 | Dells Raceway Park - Wisconsin Dells, WI Starkey Hearing Night-Full Program of Racing Asphalt Late Models, Midwest Modifieds, Bandits, Pro Legends, Junior 2 Animal Asphalt Karting | Results | | Dillon Schwanbeck (Pro Legends) | - | 7th | - | 8th |
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| 8/22/2020 | Dells Raceway Park - Wisconsin Dells, WI Blystone Towing & Recovery Night Asphalt Late Models, Midwest Modifieds, Bandits, Pro Legends, Asphalt Mini Trucks | Results | | Dillon Schwanbeck (Pro Legends) | - | 4th | - | 2nd |
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| 10/24/2020 | Dells Raceway Park - Wisconsin Dells, WI Falloween 150 Alive for 5 Race #5 TT 1:30 Racing at 3pm Asphalt Super Late Models, Asphalt Pro Trucks, Pro Legends, Asphalt Sport Mods | Results | | Dillon Schwanbeck (Pro Legends) | - | 5th | - | 2nd |
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| 11/14/2020 | Dells Raceway Park - Wisconsin Dells, WI 2020-Dells Raceway Park Champions Celebration Banquet at Chula Vista Resort Asphalt Late Models, Asphalt Super Late Models, Midwest Modifieds, Bandits, Pro Legends, Asphalt Sportsman Late Models, Asphalt Sport Mods, Asphalt Pure Stocks | Results | | Dillon Schwanbeck (Pro Legends) | - | - | - | - |
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