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| 2/21/2021 | Southern Raceway - Milton, FL Battle at the Beach (Night 2) 360 Sprints - Winged: USCS United Sprint Car Series Midgets, Economy Midgets, Winged A-Class, Vintage Full Body Stock Cars, Hornets, Junior Slingshots | Results | | Derrick Benton (Vintage Full Body Stock Cars) | - | - | - | 8th |
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| 3/13/2021 | Southern Raceway - Milton, FL Dirt Super Late Models: Southern All Stars DIRTcar UMP Modifieds, Stock Cars, Vintage Full Body Stock Cars, Non Wing Crate Sprints, CRUSA Street Stocks, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | - | - | 4th | 16th |
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| 3/27/2021 | Southern Raceway - Milton, FL Season Opener Hobby Stocks, Stock Cars, B Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | 3rd | - | - | 7th |
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| 4/18/2021 | Southern Raceway - Milton, FL Meet the Drivers & Spectator Drag Races Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | - | - | - | 5th |
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| 5/22/2021 | Southern Raceway - Milton, FL Driver Appreciation Night DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | 3rd | - | - | 5th |
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| 5/30/2021 | Southern Raceway - Milton, FL Deep Southern Shine Run Factory Stocks, Vintage Full Body Stock Cars, Hornets, Non Wing Crate Sprints, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | 5th | - | - | 10th |
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| 6/26/2021 | Southern Raceway - Milton, FL Regular Racing Vintage Full Body Stock Cars, Hornets, Non Wing Crate Sprints, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | 3rd | - | - | 5th |
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| 7/10/2021 | Southern Raceway - Milton, FL Race for Buddy Miller + Fireworks Sportsmans, B Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | 6th | - | - | - |
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| 7/24/2021 | Southern Raceway - Milton, FL Deep Southern Shine Run DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, Hornets, Non Wing Crate Sprints, CRUSA Street Stocks, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | 2nd | - | - | 13th |
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| 9/11/2021 | Southern Raceway - Milton, FL First Responders Night + Fireworks Sportsmans, Vintage Full Body Stock Cars, Hornets, Non Wing Crate Sprints, CRUSA Street Stocks, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | 4th | - | - | 10th |
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| 9/25/2021 | Southern Raceway - Milton, FL Regular Racing B Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Dirt Late Models, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | 4th | - | - | 8th |
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| 10/9/2021 | Southern Raceway - Milton, FL Doug Merritt Memorial Demolition Derby Stock Cars, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Derrick Benton (Vintage Full Body Stock Cars) | 6th | - | - | 6th |
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| 11/19/2021 | Southern Raceway - Milton, FL King of the Sandbox Friday Night Dirt Super Late Models, Stock Cars, Vintage Full Body Stock Cars, Hornets | Results | | Derrick Benton (Vintage Full Body Stock Cars) | - | - | - | 16th |
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