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| 5/19/2023 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged, DIRTcar UMP Modifieds, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Larry Gledhill (Winged Crate Sprints) | 5th | - | - | 9th |
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| 5/26/2023 | Ohsweken Speedway - Ohsweken, ON Duel on the Dirt Home Track Race #1 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Larry Gledhill (Winged Crate Sprints) | 1st | - | - | 5th |
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| 6/2/2023 | Ohsweken Speedway - Ohsweken, ON Wall of Fame Night 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Larry Gledhill (Winged Crate Sprints) | 5th | - | - | 6th |
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| 6/9/2023 | Ohsweken Speedway - Ohsweken, ON Late Model Open Winged Crate Sprints: Action Sprint Tour Asphalt Mini Stocks, Street Stocks, Dirt Late Models | Results | | Larry Gledhill (Winged Crate Sprints) | 3rd | - | - | 6th |
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| 6/30/2023 | Ohsweken Speedway - Ohsweken, ON Friday Night Excitement 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Vintage Modifieds, Winged Crate Sprints | Results | | Larry Gledhill (Winged Crate Sprints) | 2nd | - | - | 12th |
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| 7/7/2023 | Ohsweken Speedway - Ohsweken, ON Drive Safe Ride Safe Bicycle Night Winged Crate Sprints: Action Sprint Tour 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks | Results | | Larry Gledhill (Winged Crate Sprints) | 5th | - | - | 12th |
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| 7/14/2023 | Ohsweken Speedway - Ohsweken, ON $4,000-to-win Tammy Ten/Little Ben Night 360 Sprints - Winged: Southern Ontario Sprints Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Larry Gledhill (Winged Crate Sprints) | 2nd | - | - | 11th |
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| 7/28/2023 | Ohsweken Speedway - Ohsweken, ON Christmas in July 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Larry Gledhill (Winged Crate Sprints) | 5th | - | - | 18th |
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| 8/4/2023 | Ohsweken Speedway - Ohsweken, ON Memorial Night Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Larry Gledhill (Winged Crate Sprints) | 7th | - | 1st | 22nd |
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| 8/14/2023 | Ohsweken Speedway - Ohsweken, ON Pintys 360 Sprints - Winged: Southern Ontario Sprints Winged Crate Sprints: Action Sprint Tour | Results | | Larry Gledhill (Winged Crate Sprints) | - | - | - | 10th |
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| 8/15/2023 | Ohsweken Speedway - Ohsweken, ON Pintys 360 Sprints - Winged: Southern Ontario Sprints Winged Crate Sprints: Action Sprint Tour | Results | | Larry Gledhill (Winged Crate Sprints) | - | - | - | 8th |
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| 9/1/2023 | Ohsweken Speedway - Ohsweken, ON Back to School Backpack Night 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Larry Gledhill (Winged Crate Sprints) | 2nd | - | - | 10th |
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| 9/8/2023 | Ohsweken Speedway - Ohsweken, ON Championship Friday 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, Winged Crate Sprints | Results | | Larry Gledhill (Winged Crate Sprints) | 6th | - | - | 26th (DNF) |
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| 9/15/2023 | Ohsweken Speedway - Ohsweken, ON CSCN 360 Sprints - Winged: Southern Ontario Sprints Winged Crate Sprints: Action Sprint Tour Asphalt Mini Stocks, Street Stocks | Results | | Larry Gledhill (Winged Crate Sprints) | 4th | - | - | 24th |
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| 9/16/2023 | Ohsweken Speedway - Ohsweken, ON CSCN 360 Sprints - Winged: Empire Super Sprints with Southern Ontario Sprints Winged Crate Sprints: Action Sprint Tour | Results | | Larry Gledhill (Winged Crate Sprints) | 7th | - | - | - |
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