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| 3/6/2020 | Big O Speedway - Ennis, TX 10th Annual USMTS Texas Spring Nationals A Modifieds: USMTS - United States Modified Touring Series USRA Limited Mods, USRA Modifieds, USRA Factory Stocks | Results | | David Winslett (A Modifieds) | 7th | - | 2nd | 20th |
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| 3/7/2020 | Big O Speedway - Ennis, TX 10th Annual USMTS Texas Spring Nationals A Modifieds: USMTS - United States Modified Touring Series USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners, Mod Lites | Results | | David Winslett (A Modifieds) | 1st | - | - | 8th |
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| 5/23/2020 | Boothill Speedway - Greenwood, LA Memorial Day Showdown Factory Stocks, B Modifieds, Dirt Late Models, CRUSA Dirt Late Models, Limited Modified, Sport Compact | Results | | David Winslett (CRUSA Dirt Late Models) | - | - | - | 4th |
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| 6/6/2020 | Boothill Speedway - Greenwood, LA Advanced Powder Coating Weekly Racing Series Factory Stocks, B Modifieds, CRUSA Dirt Late Models, Limited Modified, Sport Compact | Results | | David Winslett (CRUSA Dirt Late Models) | - | - | - | 3rd |
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| 6/20/2020 | Boothill Speedway - Greenwood, LA 6th Annual Battle of Boothill Factory Stocks, CRUSA Dirt Late Models, Limited Modified | Results | | David Winslett (CRUSA Dirt Late Models) | 2nd | - | - | 2nd |
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| 7/4/2020 | Boothill Speedway - Greenwood, LA Four-For-Four Firecracker Nationals Night 4 Dirt Super Late Models: COMP Cams Super Dirt Series (CCSDS) Factory Stocks, B Modifieds, Dirt Late Models, CRUSA Dirt Late Models, Limited Modified, Sport Compact | Results | | David Winslett (CRUSA Dirt Late Models) | - | - | - | 4th |
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| 7/18/2020 | Boothill Speedway - Greenwood, LA Advanced Powder Coating Weekly Racing Series Factory Stocks, B Modifieds, CRUSA Dirt Late Models, Limited Modified, Sport Compact | Results | | David Winslett (CRUSA Dirt Late Models) | 1st | - | - | 1st |
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| 8/1/2020 | Boothill Speedway - Greenwood, LA 6th Annual King of the Hill CRUSA Dirt Late Models, Limited Modified | Results | | David Winslett (CRUSA Dirt Late Models) | 1st | - | - | 3rd |
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| 9/5/2020 | Boothill Speedway - Greenwood, LA Advanced Powder Coating Weekly Racing Series Factory Stocks, B Modifieds, CRUSA Dirt Late Models, Limited Modified, Sport Compact | Results | | David Winslett (CRUSA Dirt Late Models) | 2nd | - | - | 9th |
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| 9/11/2020 | Ark-La-Tex Speedway - Vivian, LA A Modifieds: USMTS - United States Modified Touring Series Dirt Super Late Models, Pure Stock, USRA B-Mods, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners | Results | | David Winslett (A Modifieds) | 5th | - | 13th | - |
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| 9/12/2020 | Boothill Speedway - Greenwood, LA A Modifieds: USMTS - United States Modified Touring Series Dirt Super Late Models, Factory Stocks, CRUSA Dirt Late Models, Limited Modified, Sport Compact, USRA B-Mods, USRA Modifieds | Results | | David Winslett (CRUSA Dirt Late Models) | 2nd | - | - | 4th |
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| 10/23/2020 | Boothill Speedway - Greenwood, LA 48th Annual LA Dirt Track State Championships Factory Stocks, B Modifieds, CRUSA Dirt Late Models, Limited Modified, Sport Compact | Results | | David Winslett (CRUSA Dirt Late Models) | 4th | - | - | 6th |
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| 10/24/2020 | Boothill Speedway - Greenwood, LA 48th Annual LA Dirt Track State Championships Factory Stocks, A Modifieds, B Modifieds, CRUSA Dirt Late Models, Limited Modified, Sport Compact | Results | | David Winslett (CRUSA Dirt Late Models) | - | - | - | 8th |
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| 11/5/2020 | RPM Speedway - Crandall, TX USRA/USMTS Summit Southern Nationals A Modifieds: USMTS - United States Modified Touring Series Dirt Super Late Models, USRA B-Mods, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks | Results | | David Winslett (A Modifieds) | 6th | - | 8th | - |
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| 11/6/2020 | RPM Speedway - Crandall, TX USRA/USMTS Summit Southern Nationals A Modifieds: USMTS - United States Modified Touring Series Dirt Super Late Models, USRA B-Mods, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners | Results | | David Winslett (A Modifieds) | 8th | - | 16th | - |
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| 11/7/2020 | RPM Speedway - Crandall, TX USRA/USMTS Summit Southern Nationals A Modifieds: USMTS - United States Modified Touring Series Dirt Super Late Models, USRA B-Mods, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners | Results | | David Winslett (A Modifieds) | 7th | - | 15th | - |
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