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| 5/21/2021 | Crawford County Speedway - Denison, IA Regular Night All Classes-$1000 to win Sport Mods and Stocks Cars with draw/redraw for these classes 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, Sport Compact | Results | | Ryan Webb (Stock Cars) | 3rd | - | - | 6th |
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| 6/4/2021 | Crawford County Speedway - Denison, IA Regular Night All Classes-$1000 to win Modifieds 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, Sport Compact | Results | | Ryan Webb (Stock Cars) | 1st | - | - | 6th |
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| 6/15/2021 | Stuart Speedway - Stuart, IA Dynamic Drivelines Dirt Duel IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact, IMCA Mod Lite | Results | | Ryan Webb (IMCA Stock Car) | 7th (DNF) | - | - | - |
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| 6/16/2021 | Stuart Speedway - Stuart, IA Dynamic Drivelines Dirt Duel 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Ryan Webb (IMCA Stock Car) | 8th (DNF) | - | DNS | - |
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| 6/18/2021 | Crawford County Speedway - Denison, IA Regular Night All Classes-$1000 to win Stock Cars 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, Sport Compact | Results | | Ryan Webb (Stock Cars) | 2nd | - | - | 4th |
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| 7/2/2021 | Crawford County Speedway - Denison, IA Regular Night All Classes-$600 to win Hobby Stock and $400 to win Sport Compact 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets | Results | | Ryan Webb (Stock Cars) | 1st | - | - | 7th (DNF) |
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| 7/9/2021 | Crawford County Speedway - Denison, IA Regular Night All Classes-$1000 to win Stock Cars 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets | Results | | Ryan Webb (Stock Cars) | 5th | - | - | 8th |
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| 7/16/2021 | Crawford County Speedway - Denison, IA Regular Night All Classes-$1000 to win Sport Mods 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets | Results | | Ryan Webb (Stock Cars) | 1st | - | - | 10th (DNF) |
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| 7/23/2021 | Crawford County Speedway - Denison, IA Regular Night All Classes-Fair Night 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets | Results | | Ryan Webb (Stock Cars) | 5th | - | - | 9th |
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| 8/13/2021 | Crawford County Speedway - Denison, IA Regular Night All Classes-$600 to win Hobby Stock and $400 to win Sport Compact 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets | Results | | Ryan Webb (Stock Cars) | 2nd | - | - | 3rd |
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| 8/21/2021 | Shelby County Speedway - Harlan, IA IMCA Sunoco Late Model & Season Smack Down Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Ryan Webb (Stock Cars) | 2nd | - | - | 5th |
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| 9/24/2021 | Shelby County Speedway - Harlan, IA Tiny Lund Night 1 / Battle of the Compacts on Hwy 59 Hobby Stocks, Stock Cars, B Modifieds, Dirt Late Models, Sport Compact | Results | | Ryan Webb (Stock Cars) | 3rd | - | - | 6th |
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| 9/25/2021 | Shelby County Speedway - Harlan, IA Tiny Lund Night 2 / Dirt Truck Racing Assoc. Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt Pro Trucks, Sport Compact | Results | | Ryan Webb (Stock Cars) | 9th (DNF) | - | 6th | 9th |
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