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| 5/30/2020 | Southwest Speedway - Dickinson, ND BURN THE BOOKS Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Caden Roberts (IMCA Northern SportMod) | 2nd | - | - | 10th |
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| 6/20/2020 | Southwest Speedway - Dickinson, ND 3RD ANNUAL RICHARD JORDAN MEMORIAL RACE Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Caden Roberts (IMCA Northern SportMod) | 3rd | - | - | 12th |
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| 6/27/2020 | Southwest Speedway - Dickinson, ND LADIES NIGHT Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Caden Roberts (IMCA Northern SportMod) | 6th | - | - | 6th |
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| 7/2/2020 | Southwest Speedway - Dickinson, ND RUMBLE IN THE BADLANDS Hobby Stocks, Stock Cars, A Modifieds, Dirt Late Models, Non-Winged Sprints, Semi-Pro Legends, Limited Sport Mod, Sport Compact | Rain Out |
| 7/3/2020 | Southwest Speedway - Dickinson, ND RUMBLE IN THE BADLANDS Hobby Stocks, Dirt Late Models, Non-Winged Sprints, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Caden Roberts (IMCA Northern SportMod) | 5th | - | - | 9th |
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| 7/18/2020 | Southwest Speedway - Dickinson, ND FREE WILL GIVEAWAY Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Caden Roberts (IMCA Northern SportMod) | 5th | - | - | 11th (DNF) |
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| 7/25/2020 | Southwest Speedway - Dickinson, ND FIRST RESPONDER NIGHT Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Caden Roberts (IMCA Northern SportMod) | 4th | - | - | 2nd |
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| 8/29/2020 | Southwest Speedway - Dickinson, ND CHAMPIONSHIP NIGHT Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact, WISSOTA Street Stock | Results | | Caden Roberts (IMCA Northern SportMod) | 6th | - | - | 8th |
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| 9/11/2020 | Southwest Speedway - Dickinson, ND HARVEST SHOOTOUT Hobby Stocks, Non-Winged Sprints, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact, WISSOTA Street Stock | Results | | Caden Roberts (IMCA Northern SportMod) | 1st | - | - | 10th |
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| 9/12/2020 | Southwest Speedway - Dickinson, ND HARVEST SHOOTOUT IMCA Northern SportMod: Tougher Than Dirt Tour Hobby Stocks, B Modifieds, Non-Winged Sprints, Semi-Pro Legends, IMCA Modified, IMCA Stock Car, IMCA Sport Compact, WISSOTA Street Stock | Results | | Caden Roberts (IMCA Northern SportMod) | 4th | - | - | 22nd |
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| 10/2/2020 | Dacotah Speedway - Mandan, ND Oktoberfest - Night 1 Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Sport Compact, WISSOTA Street Stock | Results | | Caden Roberts (IMCA Northern SportMod) | 2nd | - | - | 9th |
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| 10/3/2020 | Southwest Speedway - Dickinson, ND OCTOBERFEST Hobby Stocks, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact, WISSOTA Street Stock | Results | | Caden Roberts (IMCA Northern SportMod) | 6th | - | - | 11th |
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