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| 5/23/2020 | Lee County Speedway - Donnellson, IA Return to Racing 305 Sprints - Winged, Midgets, A Modifieds, Street Stocks, Dirt Late Models | Results | | Derrick Stewart (A Modifieds) | 2nd | - | - | 5th |
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| 6/5/2020 | CJ Speedway - Columbus Junction, IA Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 2nd | - | - | 3rd |
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| 6/6/2020 | Hamilton County Speedway - Webster City, IA Teacher Appreciation Night + DTRA Presented by Pepsi Dirt Super Late Models, Super Truck, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Derrick Stewart (USRA Modifieds) | 8th (DNF) | - | - | DNS |
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| 6/13/2020 | Maquoketa Speedway - Maquoketa, IA MLRA Late Models Inaugural Event Dirt Super Late Models: Lucas Oil MLRA Vintage Full Body Stock Cars, IMCA Modified, IMCA Northern SportMod, IMCA Sport Compact | Results | | Derrick Stewart (IMCA Modified) | 6th | - | - | 8th |
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| 6/19/2020 | CJ Speedway - Columbus Junction, IA CJ Speedway - EAST Dirt Super Late Models: SLMR Late Model Series Stock Cars, A Modifieds, B Modifieds, Sport Compact | Rain Out |
| 7/3/2020 | CJ Speedway - Columbus Junction, IA Points night Dirt Super Late Models, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 1st | - | - | 2nd |
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| 7/10/2020 | CJ Speedway - Columbus Junction, IA Points night Dirt Super Late Models, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 1st | - | - | 1st |
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| 7/31/2020 | CJ Speedway - Columbus Junction, IA Points night Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 3rd | - | - | 2nd |
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| 8/7/2020 | CJ Speedway - Columbus Junction, IA Points night Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 5th | - | - | 2nd |
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| 8/14/2020 | CJ Speedway - Columbus Junction, IA Points night Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 1st | - | - | 3rd |
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| 8/16/2020 | Benton County Speedway - Vinton, IA Weekly Racing: Kid's Night with Race Car Rides Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Derrick Stewart (IMCA Modified) | 7th | - | 2nd | 12th |
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| 8/21/2020 | CJ Speedway - Columbus Junction, IA Points night Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 6th | - | - | 4th |
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| 8/28/2020 | CJ Speedway - Columbus Junction, IA Points night Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 2nd | - | - | 2nd |
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| 8/30/2020 | Benton County Speedway - Vinton, IA IMCA SpeedShiftTV Dirt Knights Tour IMCA Modified: IMCA SpeedShiftTV Dirt Knights Tour IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Derrick Stewart (IMCA Modified) | 7th | - | - | 10th |
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| 9/17/2020 | Marshalltown Speedway - Marshalltown, IA Fast Shafts Dale DeFrance Thursday Night Thunder 500th IMCA Summer Series Late Model Event Dwarf, IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Derrick Stewart (IMCA Modified) | 3rd | - | - | 15th |
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| 9/18/2020 | Marshalltown Speedway - Marshalltown, IA 14th Annual World Nationals Presented by Speed Shift TV IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Derrick Stewart (IMCA Modified) | 2nd | - | - | 8th |
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| 9/19/2020 | Marshalltown Speedway - Marshalltown, IA 14th Annual World Nationals Presented by Speed Shift TV IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Derrick Stewart (IMCA Modified) | 4th | - | - | 18th |
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| 10/16/2020 | Beatrice Speedway - Beatrice, NE Octoberfest Night 1 Complete Program Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 1st | - | - | 24th (DNF) |
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| 10/17/2020 | Beatrice Speedway - Beatrice, NE Octoberfest Night 2 Complete Program Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 3rd | - | - | 21st (DNF) |
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| 11/7/2020 | CJ Speedway - Columbus Junction, IA 4th Annual Turkey Dash 1 Day Show Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Derrick Stewart (A Modifieds) | 1st | - | - | 5th |
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