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| 4/28/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jason Schilling (B Modifieds) | 7th | - | - | 16th |
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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 | | Jason Schilling (Stock Cars) | 6th | - | 5th | - | | Jason Schilling (Limited Modified) | 6th | - | - | 18th |
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| 5/13/2023 | 141 Speedway - Maribel, WI Mothers Day Eve - BankFirst Kids Coin Drop / Unified Street Stocks Red Race $1,000 to Win Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Jason Schilling (IMCA Northern SportMod) | 8th (DNF) | - | 4th | - |
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| 5/16/2023 | Beaver Dam Raceway - Beaver Dam, WI 5 Division Night - Legends National Qualifier $500 to Win Street Stocks, Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Jason Schilling (IMCA Northern SportMod) | 5th | - | - | 19th |
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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 | | Jason Schilling (B Modifieds) | 1st | - | - | 5th |
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| 5/27/2023 | 141 Speedway - Maribel, WI Nathan Bouche Memorial / IMCA Stock Car Triple Creek Series Night 1 $1,000 to Win Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Jason Schilling (IMCA Northern SportMod) | 3rd | - | - | 24th (DNF) |
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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 | | Jason Schilling (Limited Modified) | 5th | - | - | 16th |
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| 7/8/2023 | 141 Speedway - Maribel, WI Great Bike Giveaway / $1000 to Win IMCA Stock Car Triple Creek Series Night 2 / Terry Van Roy Mem. Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Jason Schilling (Stock Cars) | 5th | - | 2nd | 22nd (DNF) |
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| 7/15/2023 | 141 Speedway - Maribel, WI Pepsi Presents Fan Appreciation Night - $1,000 to Win Unified Street Stocks Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Jason Schilling (IMCA Northern SportMod) | 5th | - | 8th (DNF) | - |
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| 7/21/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Vintage Modifieds, Super Stocks | Results | | Jason Schilling (B Modifieds) | 4th | - | - | DNS |
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| 8/12/2023 | 141 Speedway - Maribel, WI MasterFleet Presents IMCA Stock Car Triple Creek Series Night 3 - $1,000 to Win | Mechanics Races Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Jason Schilling (Stock Cars) | 1st | - | - | 1st | | Jason Schilling (IMCA Northern SportMod) | 6th | - | 2nd | 24th (DNF) |
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| 8/15/2023 | 141 Speedway - Maribel, WI East Central Coin Captain of the Creek V for IMCA SportMods / $1,000 Blue Race Modifieds / $500 G N Stock Cars, IMCA Modified, IMCA Northern SportMod | Results | | Jason Schilling (Stock Cars) | 1st | - | - | 9th | | Jason Schilling (IMCA Northern SportMod) | 8th | - | - | - |
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| 8/16/2023 | 141 Speedway - Maribel, WI East Central Coin Captain of the Creek V $10,000 IMCA SportMods / $500 Stock Cars / $500 Sp Compact Sport Compact, IMCA Northern SportMod, IMCA Stock Car | Results | | Jason Schilling (IMCA Northern SportMod) | 6th | - | - | - |
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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 | | Jason Schilling (Stock Cars) | 4th | - | - | DNS |
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| 9/15/2023 | Gravity Park Speedway - Chilton, WI 2023 Chilton Fall Classic DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Trophy Truck, Super Stocks | Results | | Jason Schilling (B Modifieds) | 3rd | - | - | - |
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| 9/16/2023 | Gravity Park Speedway - Chilton, WI 2023 Chilton Fall Classic DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jason Schilling (B Modifieds) | - | - | - | 17th (DNF) |
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| 9/22/2023 | 141 Speedway - Maribel, WI 14th Annual Treek Strong Creek Classic Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Jason Schilling (IMCA Northern SportMod) | 8th | - | 6th | - |
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| 9/23/2023 | 141 Speedway - Maribel, WI 14th Annual Treek Strong Creek Classic Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Jason Schilling (IMCA Northern SportMod) | 8th | - | 6th | - |
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