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| 6/12/2020 | Princeton Speedway - Princeton, MN Season OPENER 360 Sprints - Winged: Midwest Power Series Limited Sprints - Winged: Upper Midwest Sprint Car Series Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 5th | - | - | 16th (DNF) |
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| 6/19/2020 | Princeton Speedway - Princeton, MN Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 2nd | - | - | 11th |
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| 6/26/2020 | Princeton Speedway - Princeton, MN Bill Siercks Memorial Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four | Results | | Braiden Benjamin (Sport Compact) | 5th | - | - | 11th |
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| 7/3/2020 | Princeton Speedway - Princeton, MN Weekly races Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 4th | - | - | 15th |
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| 7/10/2020 | Princeton Speedway - Princeton, MN Weekly Racing 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 2nd | - | - | 3rd |
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| 7/17/2020 | Princeton Speedway - Princeton, MN FastLane Super Stock Series WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series Hobby Stocks, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four | Results | | Braiden Benjamin (Sport Compact) | 2nd | - | - | 4th |
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| 7/24/2020 | Princeton Speedway - Princeton, MN Weekly Racing Vintage Modifieds: Northern Vintage Stockcar Racers Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, 360 Sprints - Non-Winged, Vintage Full Body Stock Cars, Sport Compact, IMCA Stock Car, WISSOTA Mod Four | Results | | Braiden Benjamin (Sport Compact) | 1st | - | - | 8th |
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| 7/31/2020 | Princeton Speedway - Princeton, MN Hobby Stock Tour Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 3rd | - | - | 4th |
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| 8/7/2020 | Princeton Speedway - Princeton, MN Weekly races Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 4th | - | - | 19th |
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| 8/21/2020 | Princeton Speedway - Princeton, MN Weekly Racing Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 7th | - | - | 9th |
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| 8/28/2020 | Princeton Speedway - Princeton, MN Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 3rd | - | - | 5th |
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| 9/4/2020 | Princeton Speedway - Princeton, MN Season Championship Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 5th | - | - | 8th |
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| 9/5/2020 | North Central Speedway - Brainerd, MN Mighty Axe Day 1 Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, All Star Slingshots, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 2nd | - | - | 7th |
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| 9/6/2020 | North Central Speedway - Brainerd, MN Mighty Axe Day 2 Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, All Star Slingshots, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Braiden Benjamin (Sport Compact) | 7th | - | - | 27th (DNF) |
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