| | Heat | Dash | B Feature | A Feature |
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| 5/23/2020 | Legit Speedway Park - West Plains, MO Scarpin' 40's Night 2/Back to the Future 50 Dirt Super Late Models: COMP Cams Super Dirt Series (CCSDS) Hobby Stocks, A Modifieds, Dirt Late Models, Super Stocks | Results | | Jerry Winters (Dirt Super Late Models) | 8th | - | DNS | - |
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| 5/30/2020 | 81 Speedway - Park City, KS Stock Cars, B Modifieds, Dirt Late Models, USRA B-Mods, USRA Modifieds | Results | | Jerry Winters (Dirt Late Models) | 5th | - | - | 5th |
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| 6/6/2020 | Caney Valley Speedway - Caney, KS Champ 360 Sprints - Winged: Oil Capital Racing Series Dirt Super Late Models, Factory Stocks, Stock Cars, USRA B-Mods | Results | | Jerry Winters (Dirt Super Late Models) | 5th | - | - | 14th |
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| 6/13/2020 | Batesville Motor Speedway - Locust Grove, AR Street Stock Classic Hobby Stocks, Street Stocks, Dirt Late Models, Hornets | Results | | Jerry Winters (Dirt Late Models) | - | - | - | 9th |
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| 6/20/2020 | Caney Valley Speedway - Caney, KS Weekly Race Dirt Super Late Models, Factory Stocks, Stock Cars, USRA B-Mods | Results | | Jerry Winters (Dirt Super Late Models) | 2nd | - | - | 9th (DNF) |
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| 7/3/2020 | Caney Valley Speedway - Caney, KS Champ 360 Sprints - Winged: Oil Capital Racing Series Dirt Super Late Models, Factory Stocks, Stock Cars, USRA B-Mods | Results | | Jerry Winters (Dirt Super Late Models) | 1st | - | - | 6th |
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| 7/4/2020 | 81 Speedway - Park City, KS Weekly Points Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds, USRA Modifieds | Results | | Jerry Winters (Dirt Late Models) | 6th (DNF) | - | - | 11th |
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| 7/25/2020 | Caney Valley Speedway - Caney, KS Champ 360 Sprints - Winged: Oil Capital Racing Series Dirt Super Late Models, Factory Stocks, Stock Cars, USRA B-Mods | Results | | Jerry Winters (Dirt Super Late Models) | 1st | - | - | 10th (DNF) |
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| 8/8/2020 | Caney Valley Speedway - Caney, KS Memorial Race w/ Fireworks Show Dirt Super Late Models, Factory Stocks, Stock Cars, USRA B-Mods | Results | | Jerry Winters (Dirt Super Late Models) | 6th | - | - | 13th |
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| 8/22/2020 | 81 Speedway - Park City, KS Weekly Points Stock Cars, B Modifieds, Street Stocks, Dirt Late Models, USRA Modifieds | Results | | Jerry Winters (Dirt Late Models) | 4th | - | - | 10th |
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| 8/29/2020 | Caney Valley Speedway - Caney, KS Dirt Super Late Models, Factory Stocks, Stock Cars, USRA B-Mods | Results | | Jerry Winters (Dirt Super Late Models) | 5th | - | - | 11th |
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| 9/19/2020 | Caney Valley Speedway - Caney, KS Dirt Super Late Models, Factory Stocks, Stock Cars, Street Stocks, USRA B-Mods | Results | | Jerry Winters (Dirt Super Late Models) | 2nd | - | - | 14th (DNF) |
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| 10/3/2020 | Caney Valley Speedway - Caney, KS Weekly Racing Series Dirt Super Late Models, Factory Stocks, Stock Cars, Street Stocks, USRA B-Mods | Results | | Jerry Winters (Dirt Super Late Models) | 3rd | - | - | 8th |
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| 10/24/2020 | Caney Valley Speedway - Caney, KS Wreckers or Checkers 150 Enduro Dirt Super Late Models, Factory Stocks, Enduro | Results | | Jerry Winters (Dirt Super Late Models) | 3rd | - | - | 5th |
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