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| 6/24/2023 | Charleston Speedway - Charleston, IL Summer Shootout Double Points Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Sawyer Longfellow (Street Stocks) | 5th | - | - | DNS |
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| 7/14/2023 | Farmer City Raceway - Farmer City, IL Full Show + Pro Mods + Kid Mods. Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks, DIRTcar Pro Modifieds, DIRTcar Pro Late Models | Results | | Sawyer Longfellow (Street Stocks) | 7th | - | - | 18th |
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| 7/15/2023 | Charleston Speedway - Charleston, IL The 38 Special for DIRTcar Modified presented by Leaf Tree Service. DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Sawyer Longfellow (Street Stocks) | 6th | - | - | 14th (DNF) |
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| 8/5/2023 | Charleston Speedway - Charleston, IL Fan Appreciation Night + Driver Autographs + Weekly Championship Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Results | | Sawyer Longfellow (Street Stocks) | 10th | - | - | DNS |
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| 9/2/2023 | Charleston Speedway - Charleston, IL 4th Annual Freaky 40 for Pro Modified presented by McHugh's Double Drive Thru + Add'l Classes DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Sawyer Longfellow (Street Stocks) | DNS | - | - | 18th |
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| 9/16/2023 | Charleston Speedway - Charleston, IL Double Down Sizzler for Double Championship Points DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Sawyer Longfellow (Street Stocks) | 9th | - | - | 10th |
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| 9/23/2023 | Charleston Speedway - Charleston, IL Championship Night, We Crown Our Champs! DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Results | | Sawyer Longfellow (Street Stocks) | 6th | - | - | 10th |
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| 10/7/2023 | Charleston Speedway - Charleston, IL Season Finale + Powderpuff & Mechanic Races DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, Generic 1, Generic 2, DIRTcar Pro Modifieds, Ladies - Bombers, Ladies - Factory Stock | Results | | Sawyer Longfellow (Street Stocks) | 10th | - | - | 8th |
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