| | Heat | Dash | B Feature | A Feature |
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| 6/13/2020 | Jackpine Gypsies - Sturgis, SD Winged A-Class: NOW600 A-Class Micros Rookie Class: Black Hills Kart Racing Junior 1 Medium Dirt Karts, Junior 2 Medium Dirt Karts, Adult Open, Adult Medium, Junior 3 Medium Dirt Karts | Results | | Bailey Anderson (Junior 1 Medium Dirt Karts) | 3rd | - | - | 8th |
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| 6/27/2020 | Jackpine Gypsies - Sturgis, SD BHKR Featuring Junior 2 Division Night Rookie Class: Black Hills Kart Racing Winged A-Class, Junior 1 Medium Dirt Karts, Junior 2 Medium Dirt Karts, Adult Open, Adult Medium, Junior 3 Medium Dirt Karts | Results | | Bailey Anderson (Junior 1 Medium Dirt Karts) | 4th | - | - | 6th |
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| 7/11/2020 | Jackpine Gypsies - Sturgis, SD BHKR Featuring Junior 3 Division Night Rookie Class: Black Hills Kart Racing Winged A-Class, Junior 1 Medium Dirt Karts, Junior 2 Medium Dirt Karts, Adult Open, Adult Medium, Junior 3 Medium Dirt Karts | Results | | Bailey Anderson (Junior 1 Medium Dirt Karts) | 5th | - | - | 7th |
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| 7/18/2020 | Jackpine Gypsies - Sturgis, SD Winged A-Class: NOW600 A-Class Micros Rookie Class: Black Hills Kart Racing Junior 1 Medium Dirt Karts, Junior 2 Medium Dirt Karts, Adult Open, Adult Medium, Junior 3 Medium Dirt Karts | Results | | Bailey Anderson (Junior 1 Medium Dirt Karts) | 6th | - | - | 6th |
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| 8/14/2020 | Jackpine Gypsies - Sturgis, SD Winged A-Class: NOW600 A-Class Micros Rookie Class: Black Hills Kart Racing Junior 1 Medium Dirt Karts, Junior 2 Medium Dirt Karts, Adult Open, Adult Medium, Junior 3 Medium Dirt Karts, Red Rookie | Results | | Bailey Anderson (Junior 1 Medium Dirt Karts) | 4th | - | - | 8th |
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| 9/11/2020 | Jackpine Gypsies - Sturgis, SD Winged A-Class: NOW600 A-Class Micros Rookie Class: Black Hills Kart Racing Junior 1 Medium Dirt Karts, Junior 2 Medium Dirt Karts, Adult Open, Adult Medium, Junior 3 Medium Dirt Karts, Red Rookie | Results | | Bailey Anderson (Junior 1 Medium Dirt Karts) | 5th | - | - | 10th |
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| 9/12/2020 | Jackpine Gypsies - Sturgis, SD Winged A-Class: NOW600 A-Class Micros Rookie Class: Black Hills Kart Racing Junior 1 Medium Dirt Karts, Junior 2 Medium Dirt Karts, Adult Open, Adult Medium, Junior 3 Medium Dirt Karts, Red Rookie | Results | | Bailey Anderson (Junior 1 Medium Dirt Karts) | 5th | - | - | 9th |
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