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| 4/3/2021 | I-35 Speedway - Winston, MO McCarthy Auto Group Season Opener Frostbuster Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 5th | - | 4th | 9th |
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| 4/18/2021 | I-35 Speedway - Winston, MO Missouri One Call "CARB Night" With Midwest Lighting Sprints Hobby Stocks, Midwest Modifieds, Dirt Late Models, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 5th | - | 13th | - |
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| 4/24/2021 | I-35 Speedway - Winston, MO Good Shepherd Hospice Night at the Races with SMVR Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 4th | - | 3rd | 12th |
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| 5/1/2021 | I-35 Speedway - Winston, MO Earley Tractor Cletus "MudCat" Murray Memorial With Midwest Lighting Sprints Hobby Stocks, Midwest Modifieds, Dirt Late Models, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 5th | - | 3rd | 9th |
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| 5/7/2021 | US 36 Raceway - Osborn, MO Regular Season Racing Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | James Silkwood (B Modifieds) | 4th | - | - | 9th |
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| 5/8/2021 | I-35 Speedway - Winston, MO Bonnett Trailer Sales Night at the Races With SMVR Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 5th | - | - | 8th |
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| 5/15/2021 | I-35 Speedway - Winston, MO Generational Buildings Night at the Races Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 4th | - | - | 13th |
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| 5/29/2021 | I-35 Speedway - Winston, MO Casey's General Store Night at the Races With SMVR Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 8th | - | 3rd | 7th |
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| 6/5/2021 | I-35 Speedway - Winston, MO Rod End Supply Night at the Races With Midwest Lighting Sprints Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 3rd | - | - | 7th |
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| 6/12/2021 | I-35 Speedway - Winston, MO Seeburg Muffler Night With USAC Midwest Wingless Sprints Special With Weekly Racing Program Non-Winged Sprints: Midwest Wingless Racing Association Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 2nd | - | - | 7th |
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| 6/18/2021 | US 36 Raceway - Osborn, MO Regular Season Racing Stock Cars, A Modifieds, B Modifieds, Limited Sport Mod, Pure Stock | Results | | James Silkwood (B Modifieds) | 6th | - | 8th (DNF) | - |
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| 6/19/2021 | I-35 Speedway - Winston, MO Pro-Ag "Finish Strong Mike Tanner Memorial" Night With SMVR Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 7th | - | 2nd | 9th |
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| 7/3/2021 | I-35 Speedway - Winston, MO Dixon Construction Concrete Night With "Show Me Vintage Memorial" Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 2nd | - | - | 7th |
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| 7/17/2021 | I-35 Speedway - Winston, MO Good Shepherd Hospice Night Kaster Celebration Special - MWRA Will Not Be Racing Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 5th | - | 2nd | 13th |
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| 7/24/2021 | I-35 Speedway - Winston, MO Earley Tractor Night at the Races Hobby Stocks, Midwest Modifieds, Dirt Late Models, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 1st | - | - | 2nd |
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| 8/7/2021 | I-35 Speedway - Winston, MO McCarthy Auto Group Kids Night Weekly Racing With Midwest Lighting Sprints Hobby Stocks, Midwest Modifieds, Dirt Late Models, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 8th | - | - | DNS |
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| 8/13/2021 | I-35 Speedway - Winston, MO Smokin' Trackside BBQ Bash - Vintage Car Special Hobby Stocks, Midwest Modifieds, Vintage Full Body Stock Cars, Vintage Modifieds, Sport Compact | Results | | James Silkwood (Midwest Modifieds) | 3rd | - | - | 9th |
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| 8/14/2021 | I-35 Speedway - Winston, MO Smokin' Trackside BBQ Bash Seeburg Muffler Night With Vintage Car Special Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Vintage Modifieds, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 8th | - | 10th | - |
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| 8/28/2021 | I-35 Speedway - Winston, MO Casey's General Store Night at the Races - "Mike Knight Memorial" Hobby Stocks, Midwest Modifieds, Dirt Late Models, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 2nd | - | - | 4th |
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| 9/4/2021 | I-35 Speedway - Winston, MO DSF Flooring Night - USAC Midwest Wingless Sprints & Bill Lawson Memorial - Outlaw Midgets Special Midgets: POWRi Central States Midgets Non-Winged Sprints: Midwest Wingless Racing Association Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 2nd | - | - | 4th |
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| 9/6/2021 | Bethany Fairgrounds Speedway - Bethany, MO B Mods, Sport Mods, E Mods, Pure Stock B Modifieds, Limited Sport Mod, Pure Stock | Results | | James Silkwood (B Modifieds) | 6th | - | 4th | 9th |
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| 9/11/2021 | I-35 Speedway - Winston, MO Generational Buildings "CARB Night" at the Races With SMVR Hobby Stocks, Midwest Modifieds, Dirt Late Models, Non-Winged Sprints, Vintage Full Body Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 3rd | - | - | 6th |
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| 9/18/2021 | I-35 Speedway - Winston, MO Good Shepherd Hospice Night "Bud Wilson Memorial" With Midwest Lighting Sprints Hobby Stocks, Midwest Modifieds, Dirt Late Models, Lightning Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 4th | - | - | 7th |
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| 9/25/2021 | I-35 Speedway - Winston, MO Tompkins Industries Night at the Races With Midwest Lighting Sprints Lightning Sprints: POWRi Minn-Kota Lightning Sprints Midgets, Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 2nd | - | - | 10th |
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| 10/2/2021 | I-35 Speedway - Winston, MO McCarthy Auto Group Show Me Spectacular With SMVR Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 6th | - | - | 8th |
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| 10/9/2021 | I-35 Speedway - Winston, MO Metcalf Carstar Night at the Races With SMVR Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 2nd | - | - | 2nd |
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| 10/16/2021 | I-35 Speedway - Winston, MO Larry McFee Trucking Night at the races with "Be Aware Cancer Rally" Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 5th | - | - | 6th |
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| 10/23/2021 | I-35 Speedway - Winston, MO Scobee Powerline Night at the Races Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 2nd | - | - | 1st |
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| 10/30/2021 | I-35 Speedway - Winston, MO McCarthy Auto Group Championship Night at the Races Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | James Silkwood (Midwest Modifieds) | 1st | - | - | 5th |
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