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| 4/15/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Saturday Practice 10am to 3pm 360 Sprints - Winged, 410 Sprints - Winged, Stock Cars, Dirt Late Models, Pro Legends, Lightning Sprints, Non Wing Crate Sprints, Badger Midgets, Limited Modified | Results | | Brian Gilles (Stock Cars) | - | - | - | - |
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| 5/6/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Weekly Racing with Late Models 360 Sprints - Winged, Stock Cars, Dirt Late Models, Limited Modified | Results | | Brian Gilles (Stock Cars) | 2nd | - | - | 12th |
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| 5/13/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Weekly Racing with Late Models 360 Sprints - Winged, Stock Cars, Dirt Late Models, Limited Modified | Results | | Brian Gilles (Stock Cars) | 2nd | - | - | 8th |
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| 5/26/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Brian Gilles (Super Stocks) | 5th | - | - | 2nd |
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| 6/10/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Weekly Racing with Late Models 360 Sprints - Winged, Stock Cars, Dirt Late Models, Limited Modified | Results | | Brian Gilles (Stock Cars) | 1st | - | - | DNS |
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| 6/17/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Plymouth Dirt Track Badger Midgets: Badger Midget Auto Racing Association 360 Sprints - Winged, Stock Cars, Limited Modified | Results | | Brian Gilles (Stock Cars) | 5th | - | - | 6th |
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| 6/24/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Weekly Racing with Wisconsin Dirt Legends Pro Legends: Midwest Legends Dirt Series 360 Sprints - Winged, Stock Cars, Limited Modified | Results | | Brian Gilles (Stock Cars) | 6th | - | - | 5th |
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| 7/8/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Weekly Racing with Wisconsin Dirt Legends Pro Legends: Midwest Legends Dirt Series 360 Sprints - Winged, Stock Cars, Limited Modified | Results | | Brian Gilles (Stock Cars) | 1st | - | - | 4th |
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| 7/15/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Weekly Racing with Late Models and Vintage Modifieds plus "Wall of Fame Ceremony" 360 Sprints - Winged, Stock Cars, Dirt Late Models, Limited Modified | Results | | Brian Gilles (Stock Cars) | 1st | - | - | 2nd |
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| 8/5/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Weekly Racing with IRA Lightning Sprints Lightning Sprints: IRA Lightning Sprints 360 Sprints - Winged, Stock Cars, Limited Modified | Results | | Brian Gilles (Stock Cars) | 1st | - | - | 3rd |
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| 8/12/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Weekly Racing with Late Models / Late Model Championship Night 360 Sprints - Winged, Stock Cars, Dirt Late Models, Limited Modified | Results | | Brian Gilles (Stock Cars) | 3rd | - | - | 5th |
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| 8/19/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Weekly Racing with Wisconsin Dirt Legends Pro Legends: Midwest Legends Dirt Series 360 Sprints - Winged, Stock Cars, Limited Modified | Results | | Brian Gilles (Stock Cars) | 1st | - | - | 4th |
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| 8/25/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Friday Night Dirt Kings Late Models / Championship Night for Grand Nationals and B-Mods Dirt Late Models: Dirt Kings Late Model Tour 360 Sprints - Winged, Stock Cars, Limited Modified | Results | | Brian Gilles (Stock Cars) | 2nd | - | - | 5th |
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