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| 7/4/2020 | I-90 Speedway - Hartford, SD 360 Sprints - Winged: Midwest Sprint Touring Series 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Chayden Carpenter (305 Sprints - Winged) | 7th | - | 5th | 15th |
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| 7/11/2020 | Rapid Speedway - Rock Rapids, IA Weekly Racing Series + Heartland Steel 305 Sprint Cars DIRTcar Sportsmans, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, IMCA RaceSaver Sprint Car | Results | | Chayden Carpenter (IMCA RaceSaver Sprint Car) | 6th | - | - | 15th (DNF) |
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| 7/18/2020 | I-90 Speedway - Hartford, SD 360 Sprints - Winged: Midwest Sprint Touring Series 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Chayden Carpenter (305 Sprints - Winged) | 5th | - | - | 11th |
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| 7/25/2020 | I-90 Speedway - Hartford, SD MSTS + Power Series at I-90 Speedway 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Chayden Carpenter (305 Sprints - Winged) | 5th | - | 4th | 19th |
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| 7/30/2020 | Huset's Speedway - Brandon, SD Test and Tune 360 Sprints - Winged, 410 Sprints - Winged, Street Stocks, IMCA RaceSaver Sprint Car | Results | | Chayden Carpenter (IMCA RaceSaver Sprint Car) | - | - | - | - |
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| 8/1/2020 | I-90 Speedway - Hartford, SD Tri-State Late Models + Paramount Racing Series Dirt Late Models: Tri-State Late Models 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Chayden Carpenter (305 Sprints - Winged) | 6th | - | - | 16th |
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| 8/8/2020 | I-90 Speedway - Hartford, SD Paramount Racing Series 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Chayden Carpenter (305 Sprints - Winged) | 5th | - | - | 9th |
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| 8/15/2020 | I-90 Speedway - Hartford, SD Paramount Racing Series + Hobby & LMSS Pit Stop Race 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Chayden Carpenter (305 Sprints - Winged) | 4th | - | - | 5th |
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| 8/22/2020 | I-90 Speedway - Hartford, SD Paramount Racing Series + Extra Features 305 Sprints - Winged, Street Stocks, Masters Legends, USRA B-Mods, USRA Hobby Stocks | Results | | Chayden Carpenter (305 Sprints - Winged) | 1st | - | - | - |
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| 9/12/2020 | I-90 Speedway - Hartford, SD *Topless* Tri-State Late Models + Paramount Series Championship Dirt Late Models: Tri-State Late Models 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Chayden Carpenter (305 Sprints - Winged) | 3rd | - | - | 19th (DNF) |
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| 9/18/2020 | Huset's Speedway - Brandon, SD Power Series Nationals 360 Sprints - Winged: Midwest Power Series IMCA RaceSaver Sprint Car | Results | | Chayden Carpenter (IMCA RaceSaver Sprint Car) | 6th | - | 8th | - |
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| 9/19/2020 | Huset's Speedway - Brandon, SD Power Series Nationals 360 Sprints - Winged: Midwest Power Series IMCA RaceSaver Sprint Car | Results | | Chayden Carpenter (IMCA RaceSaver Sprint Car) | 5th | - | 2nd | 17th |
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| 9/26/2020 | Rapid Speedway - Rock Rapids, IA Rapid Nationals 360 Sprints - Winged: Midwest Sprint Touring Series Dirt Late Models: Tri-State Late Models 305 Sprints - Winged, USRA Hobby Stocks, USRA Stock Cars, IMCA RaceSaver Sprint Car | Results | | Chayden Carpenter (IMCA RaceSaver Sprint Car) | 6th | - | - | 10th |
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