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| 4/9/2021 | 411 Motor Speedway - Seymour, TN Big 6 #1 Hobby Stocks, Sportsmans, A Modifieds, Street Stocks, Vintage Modifieds, Economy Late Models, Asphalt Mini Stock, Dirt Crate Late Models | Results | | Richie Overholser (Vintage Modifieds) | - | - | - | 2nd |
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| 4/16/2021 | Ponderosa Speedway - Junction City, KY Spring Showdown A Modifieds: Iron-Man Modified Series | Results | | Richie Overholser (A Modifieds) | - | - | - | 12th |
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| 4/17/2021 | Lake Cumberland Speedway - Somerset, KY Spring Showdown A Modifieds: Iron-Man Modified Series | Results | | Richie Overholser (A Modifieds) | - | - | - | 8th |
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| 7/10/2021 | I-75 Raceway - Sweetwater, TN Brucebilt Iron-Man Open Wheels + weekly division A Modifieds: Iron-Man Modified Series Midgets, Dirt Super Late Models, DIRTcar UMP Modifieds, Factory Stocks, Asphalt Mini Stocks, Hobby Stocks, Super Sports, Economy Late Models, Asphalt 4-Cylinders, Asphalt Rookie Stocks | Results | | Richie Overholser (DIRTcar UMP Modifieds) | - | - | - | 16th | | Richie Overholser (A Modifieds) | - | - | - | 16th |
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| 9/3/2021 | I-75 Raceway - Sweetwater, TN 360 Sprints - Winged: USCS United Sprint Car Series Stock Cars, Winged A-Class, Economy Late Models, Asphalt 4-Cylinders, Asphalt Rookie Stocks, Pro Late Model | Results | | Richie Overholser (Stock Cars) | - | - | - | 5th |
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| 9/18/2021 | Lake Cumberland Speedway - Somerset, KY Mod Mania Dirt Super Late Models: American Late Model Iron-Man Series A Modifieds: Iron-Man Modified Series | Results | | Richie Overholser (A Modifieds) | - | - | - | 20th |
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| 10/8/2021 | Boyd's Speedway - Ringgold, GA 1st Annual Breast Cancer Memorial "Pretty in Pink" Weekend A Modifieds: Iron-Man Modified Series DIRTcar Late Models, Street Stocks, Dirt Late Models, Economy Late Models | Results | | Richie Overholser (305 Sprints - Winged) | - | - | 4th | 16th | | Richie Overholser (A Modifieds) | - | - | 4th | 16th |
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| 10/22/2021 | I-75 Raceway - Sweetwater, TN Iron Man Late Model Series Weekend DIRTcar UMP Modifieds, Factory Stocks, Asphalt Mini Stocks, Hobby Stocks, Stock Cars, Dwarf, Asphalt 4-Cylinders, Asphalt Rookie Stocks, Dirt Limited Late Models | Results | | Richie Overholser (Stock Cars) | - | - | - | 10th |
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