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| 5/20/2023 | Brighton Speedway - Brighton, ON $2,598-to-win Paul Pekkonen Memorial 360 Sprints - Winged: Southern Ontario Sprints | Rain Out |
| 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 | | Derek Jonathan (360 Sprints - Winged) | 6th | - | - | 18th |
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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 | | Derek Jonathan (360 Sprints - Winged) | 4th | - | - | 20th |
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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 | | Derek Jonathan (360 Sprints - Winged) | 5th | - | - | 14th |
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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 | | Derek Jonathan (360 Sprints - Winged) | 5th | - | - | 22nd |
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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 | | Derek Jonathan (360 Sprints - Winged) | 5th | - | - | 18th |
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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 | | Derek Jonathan (360 Sprints - Winged) | 6th | - | - | 20th |
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| 8/11/2023 | Ohsweken Speedway - Ohsweken, ON Sportsman Shootout 360 Sprints - Winged, Asphalt Mini Stocks, Street Stocks, DIRTcar Sportsman Modifieds | Results | | Derek Jonathan (360 Sprints - Winged) | 9th | - | 8th (DNF) | - |
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| 8/18/2023 | Ransomville Speedway - Ransomville, NY 716 Night 360 Sprints - Winged: Southern Ontario Sprints DIRTcar Sportsmans, Factory Stocks, A Modifieds, Street Stocks | Results | | Derek Jonathan (360 Sprints - Winged) | 7th | - | - | 8th |
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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 | | Derek Jonathan (360 Sprints - Winged) | 9th | - | 6th | 22nd |
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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 | | Derek Jonathan (360 Sprints - Winged) | 9th | - | - | - |
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