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| 1/9/2021 | Talladega Short Track - Eastaboga, AL 30th Annual ICE BOWL Qualifying and Heat Races CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, CRUSA Street Stocks, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (CRUSA Late Model Sportsman) | 3rd | - | - | - |
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| 1/10/2021 | Talladega Short Track - Eastaboga, AL 30th Annual ICE BOWL B-Mains and Feature CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, CRUSA Street Stocks, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (CRUSA Late Model Sportsman) | - | - | - | 12th |
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| 3/12/2021 | Magnolia Motor Speedway - Columbus, MS 410 Sprints - Winged: World of Outlaws CRUSA Late Model Sportsman | Results | | Ryan Wilson (CRUSA Late Model Sportsman) | 3rd | - | - | 10th |
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| 3/13/2021 | Boyd's Speedway - Ringgold, GA 2021 Shamrock Race Asphalt Late Models, Asphalt Super Late Models, Dirt Super Late Models, DIRTcar Late Models, Street Stocks, Dirt Late Models, Economy Late Models, Pro Late Model, Pony Stock | Results | | Ryan Wilson (Economy Late Models) | - | - | - | 23rd |
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| 4/3/2021 | Talladega Short Track - Eastaboga, AL Full Racing Program Dirt Super Late Models, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Super Late Models) | 5th | - | - | 8th |
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| 4/10/2021 | Tri County Speedway - Flomaton, AL April 10th Regular Racing. Stock Cars, Street Stocks, Dirt Late Models, Pure Stock, Dirt Crate Late Models, Dirt 6-cyl Stock Cars, Junior Slingshots | Results | | Ryan Wilson (Dirt Crate Late Models) | 3rd | - | - | 3rd |
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| 4/17/2021 | Talladega Short Track - Eastaboga, AL Full Racing Program Dirt Super Late Models, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | - | - | - | 13th |
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| 4/23/2021 | Talladega Short Track - Eastaboga, AL NASCAR Weekend #1 - Night #1 360 Sprints - Winged: USCS United Sprint Car Series CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | - | - | - | 13th |
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| 4/24/2021 | Talladega Short Track - Eastaboga, AL NASCAR Weekend #1 - Night #2 360 Sprints - Winged: USCS United Sprint Car Series CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | - | - | - | - |
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| 5/1/2021 | Talladega Short Track - Eastaboga, AL Full Racing Program Dirt Super Late Models, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | - | - | - | 5th |
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| 5/7/2021 | Tri County Speedway - Flomaton, AL Friday night lights. Stock Cars, Dirt Late Models, Pure Stock, Dirt Crate Late Models, Dirt 6-cyl Stock Cars | Results | | Ryan Wilson (Dirt Crate Late Models) | 3rd | - | - | 4th |
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| 5/8/2021 | Tri County Speedway - Flomaton, AL Regularly Scheduled Racing Stock Cars, A Modifieds, Street Stocks, Dirt Late Models, CRUSA Street Stocks, Pure Stock, Dirt Crate Late Models, Dirt 6-cyl Stock Cars, Junior Slingshots | Results | | Ryan Wilson (Dirt Crate Late Models) | 2nd | - | - | 4th |
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| 7/10/2021 | Talladega Short Track - Eastaboga, AL Full Racing Program Dirt Super Late Models, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (CRUSA Late Model Sportsman) | - | - | - | 3rd |
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| 7/24/2021 | Talladega Short Track - Eastaboga, AL Full Racing Program + Kids Candy Drop Dirt Super Late Models, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | - | - | - | 7th |
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| 8/7/2021 | Talladega Short Track - Eastaboga, AL Larry Spurlock Memorial Sportsman Championship + Full Racing Program Dirt Super Late Models, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | - | - | - | 6th |
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| 8/14/2021 | Talladega Short Track - Eastaboga, AL 4th Annual Southern All Stars Governor's Cup + Full Racing Program Dirt Super Late Models, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | 7th | - | 3rd | 16th |
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| 8/21/2021 | Talladega Short Track - Eastaboga, AL Oxford Lumber/Ace Hardware Fan Appreciation Night - Full Racing Program Dirt Super Late Models, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | - | - | - | 2nd |
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| 8/28/2021 | Talladega Short Track - Eastaboga, AL Full Racing Program + Open Wheel Warfare Dirt Super Late Models, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | - | - | - | 8th |
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| 9/3/2021 | Lavonia Speedway - Lavonia, GA World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Ryan Wilson (Dirt Super Late Models) | - | - | - | 14th |
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| 9/4/2021 | Jackson Motor Speedway - Byram, MS Comp Cams Super Late Models & Weekly Racing Dirt Super Late Models: COMP Cams Super Dirt Series (CCSDS) Factory Stocks, Dirt Late Models, CRUSA Street Stocks, CRUSA Dirt Late Models, Sport Compact, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | 6th | - | - | 11th |
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| 9/5/2021 | Magnolia Motor Speedway - Columbus, MS Labor Day Classic COMP Cams Super Dirt Series Factory Stocks, Dirt Late Models, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Rain Out |
| 9/25/2021 | Talladega Short Track - Eastaboga, AL Ice Bowl Qualifier + Full Racing Program Dirt Super Late Models, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | - | - | - | 4th |
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| 10/1/2021 | Talladega Short Track - Eastaboga, AL NASCAR Weekend #2 - Night #1 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Late Models) | - | - | - | 7th |
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| 10/21/2021 | Whynot Motorsports Park - Meridian, MS 27th Annual Coors Light Fall Classic (Practice Night) Dirt Super Late Models, Factory Stocks, A Modifieds, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Super Late Models) | - | - | - | - |
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| 10/22/2021 | Whynot Motorsports Park - Meridian, MS 27th Annual Coors Light Fall Classic (Night 1) Dirt Super Late Models, Factory Stocks, A Modifieds, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Super Late Models) | 7th | - | - | - |
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| 10/23/2021 | Whynot Motorsports Park - Meridian, MS 27th Annual Coors Light Fall Classic (Night 2) Dirt Super Late Models, Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Super Late Models) | - | - | 7th | 26th |
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| 11/12/2021 | Moulton Speedway - Moulton, AL Inaugural Barry D. Austin Memorial Dirt Super Late Models, Asphalt Pure Stocks, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Super Late Models) | - | - | - | - |
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| 11/13/2021 | Moulton Speedway - Moulton, AL Inaugural Barry D. Austin Memorial Dirt Super Late Models, Asphalt Pure Stocks, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ryan Wilson (Dirt Super Late Models) | - | - | - | - |
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| 11/27/2021 | Thunderhill Raceway - Summertown, TN Turkey Bash Mod Lites: United CC Modified Series Enduro, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock, Outlaw Hobby Stocks, CRUSA Modified Sportsman, Speedstr | Results | | Ryan Wilson (Pure Stock) | 1st | - | - | 2nd |
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