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| 5/9/2020 | I-35 Speedway - Winston, MO McCarthy Autogroup Season Opener Hobby Stocks, Midwest Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Middaugh (USRA Modifieds) | 6th | - | - | DNS |
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| 5/16/2020 | I-35 Speedway - Winston, MO Seeburg Mufflers Night 2 of Weekend 2 Hobby Stocks, Midwest Modifieds, Dirt Late Models, Non-Winged Sprints, Sport Compact, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Middaugh (USRA Modifieds) | - | - | - | - |
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| 5/16/2020 | Lucas Oil Speedway - Wheatland, MO Ozarks Coca-Cola/Dr. Pepper Night at the Races Presented by OzarksFIRST.com Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds | Postponed |
| 5/17/2020 | Lucas Oil Speedway - Wheatland, MO Ozarks Coca-Cola/Dr. Pepper Night at the Races Presented by OzarksFIRST.com Street Stocks, Dirt Late Models, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 2nd | - | - | 10th |
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| 5/23/2020 | Lucas Oil Speedway - Wheatland, MO 28th Annual Lucas Oil Show-Me 100 Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 1st | - | - | 4th |
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| 5/30/2020 | Lucas Oil Speedway - Wheatland, MO Weekly Championship Series Presented by Benne Media Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 5th (DNF) | - | - | 7th |
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| 6/3/2020 | Lucas Oil Speedway - Wheatland, MO USMTS Modifieds / USRA Iron Man Stock Car Wednesday Night Madness A Modifieds: USMTS - United States Modified Touring Series USRA Stock Cars: USRA Ironman IMCA Modified | Results | | Ryan Middaugh (A Modifieds) | 3rd | - | 4th | 13th |
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| 6/6/2020 | Lucas Oil Speedway - Wheatland, MO TA/Petro Night at The Races Presented by ThunderBurst Media Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 5th | - | - | 5th |
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| 6/13/2020 | Lucas Oil Speedway - Wheatland, MO Weekly Championship Series Presented by iHeartMedia Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 3rd | - | - | 3rd |
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| 6/20/2020 | Lucas Oil Speedway - Wheatland, MO Bolivar Herald-Free Press Mid-Season Championships Presented by KTTS Dirt Late Models: United Late Model Association Street Stocks, Pure Stock, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 1st | - | - | 10th |
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| 7/2/2020 | Lucas Oil Speedway - Wheatland, MO Casey's General Stores Thursday Night Thunder Kids Night at the Races plus Fireworks Street Stocks, Dirt Late Models, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 4th | - | - | 8th |
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| 7/11/2020 | Lucas Oil Speedway - Wheatland, MO Veterans & Military Appreciation Night Presented by KOZL 27 Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds, Mod Lites | Results | | Ryan Middaugh (USRA Modifieds) | 1st | - | - | 3rd |
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| 7/25/2020 | Lucas Oil Speedway - Wheatland, MO Ozarks Food Harvest Food Drive Night Presented by KOLR 10, KOZL 27, and Ozarks FOX Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 9th | - | - | 6th |
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| 8/1/2020 | Lucas Oil Speedway - Wheatland, MO Fan Appreciation Night Presented by KY3 Digital /O-Zone Dirt Late Models: United Late Model Association Street Stocks, Vintage Full Body Stock Cars, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 3rd | - | - | 3rd |
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| 8/15/2020 | Lucas Oil Speedway - Wheatland, MO NMI Night at the Races Presented by Wild Animal Safari Street Stocks, Dirt Late Models, Pure Stock, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 3rd | - | - | 5th |
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| 8/21/2020 | Lake Ozark Speedway - Eldon, MO 3rd Annual USMTS Battle at the Beach! United States Modified Touring Series National Championship A Modifieds: USMTS - United States Modified Touring Series DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, USRA Modifieds, IMCA Modified | Results | | Ryan Middaugh (A Modifieds) | 9th | - | DNS | 15th |
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| 8/22/2020 | Lucas Oil Speedway - Wheatland, MO Rempfer Memorial Season Championship Night Presented by Bill Roberts Chevrolet-Buick Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds | Results | | Ryan Middaugh (USRA Modifieds) | 7th | - | 2nd | 4th |
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| 8/30/2020 | Moberly Motorsports Park - Moberly, MO Casey's General Stores Season Championship Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Ryan Middaugh (A Modifieds) | 1st | - | - | 11th |
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