| | Heat | Dash | B Feature | A Feature |
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| 5/8/2021 | Jackpine Gypsies - Sturgis, SD Thomas & Sons Moving Company Race 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, Red Rookie | Results | | Darren Nattress (Junior 3 Medium Dirt Karts) | 1st | - | - | 8th |
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| 6/12/2021 | 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 | | Darren Nattress (Junior 3 Medium Dirt Karts) | 2nd | - | - | 1st |
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| 7/10/2021 | Jackpine Gypsies - Sturgis, SD Black Hills Doors Race 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, Red Rookie | Results | | Darren Nattress (Junior 3 Medium Dirt Karts) | 3rd | - | - | 4th |
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| 9/10/2021 | 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 | | Darren Nattress (Junior 3 Medium Dirt Karts) | 4th | - | - | 7th |
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| 9/11/2021 | 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 | | Darren Nattress (Junior 3 Medium Dirt Karts) | 2nd | - | - | 10th |
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