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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 | | Kyle Caswell (Stock Cars) | 7th | - | - | 9th |
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| 5/9/2023 | Beaver Dam Raceway - Beaver Dam, WI 5 Division Night Street Stocks, Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | 8th (DNF) | - | - | 10th |
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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 | | Kyle Caswell (IMCA Stock Car) | 6th | - | 9th | - |
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| 5/20/2023 | 141 Speedway - Maribel, WI CJ Joski Memorial - Red Race - $1,000 to win IMCA Modifieds Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | 3rd | - | - | 18th |
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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 | | Kyle Caswell (IMCA Stock Car) | 8th | - | 9th | - |
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| 6/3/2023 | 141 Speedway - Maribel, WI Frosty Tip Shootout / $2,000 to Win IMCA Modifieds Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | 1st | - | - | 13th |
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| 6/14/2023 | 141 Speedway - Maribel, WI Clash at the Creek XV Qualifying for IMCA Modifieds / $1,000 to Win IMCA Stock Cars & Sport Mods IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | 8th | - | 6th | - |
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| 6/18/2023 | Luxy Raceway - Luxemburg, WI Regular Points night - Featuring Grand Nationals Street Stocks, Baby Grand, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | 8th | - | - | 5th |
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| 6/24/2023 | 141 Speedway - Maribel, WI Fireworks by Toby K's Hideaway & Marshalltown Speedway / Dirt Kings - The Diamond 45 ($4,500 to win) Dirt Late Models: Dirt Kings Late Model Tour Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, WISSOTA Late Model | Results | | Kyle Caswell (IMCA Stock Car) | 4th | - | 7th | - |
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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 | | Kyle Caswell (IMCA Stock Car) | 9th | - | 10th (DNF) | - |
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| 7/17/2023 | 141 Speedway - Maribel, WI Appleton Camping Center King of the Creek VI Test & Tune Stock Cars, IMCA Modified, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | - | - | - | - |
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| 7/18/2023 | 141 Speedway - Maribel, WI Appleton Camping Cntr King of the Creek VI IMCA Stock Cars / $1000 Modifieds & $500 Grand Nationals Stock Cars, IMCA Modified, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | 10th | - | - | - |
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| 7/19/2023 | 141 Speedway - Maribel, WI Appleton Camping Center King of the Creek VI $10,000 to Win / $500 SportMods & $500 Sport Compacts Sport Compact, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | 11th | - | - | - |
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| 7/29/2023 | 141 Speedway - Maribel, WI Robinson Presents Driver Appreciation w/ the Powder Puff | Uni. Street Stocks Blue Race $1000 to Win Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (Sportsmans) | 2nd | - | - | 3rd |
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| 8/1/2023 | Beaver Dam Raceway - Beaver Dam, WI 5 Division Night + High School Racing Association - Back to School Night Hobby Stocks, Street Stocks, Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | 3rd | - | - | 6th |
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| 8/4/2023 | Outagamie Speedway - Seymour, WI $500 to win IMCA Sport Compacts Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Kyle Caswell (Street Stocks) | 9th | - | - | 6th |
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| 8/5/2023 | 141 Speedway - Maribel, WI TA Motorsports Night at the Races Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (Sportsmans) | 2nd | - | - | 4th |
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| 8/8/2023 | Beaver Dam Raceway - Beaver Dam, WI 5 Division Night - IMCA Stock Car All Star Qualifier $1000 to Win Street Stocks, Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | DNS | - | - | 9th |
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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 | | Kyle Caswell (IMCA Stock Car) | 8th | - | 6th | 18th |
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| 8/18/2023 | Outagamie Speedway - Seymour, WI $1,000 to win IMCA Sport Mods Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Kyle Caswell (Street Stocks) | 5th | - | - | 5th |
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| 8/22/2023 | Beaver Dam Raceway - Beaver Dam, WI 5 Division Night + High School Racing Association - Fan Appreciation Night Hobby Stocks, Street Stocks, Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (IMCA Stock Car) | 3rd | - | - | 7th |
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| 8/25/2023 | Outagamie Speedway - Seymour, WI One more night to go....... Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Kyle Caswell (Street Stocks) | 1st | - | - | 10th |
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| 8/26/2023 | 141 Speedway - Maribel, WI Gandrud Chevrolet Presents Season Championship Night Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (Sportsmans) | 3rd | - | - | 12th |
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| 9/1/2023 | Outagamie Speedway - Seymour, WI Season Championship Night Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Kyle Caswell (Street Stocks) | 3rd | - | - | 5th | | Kyle Caswell (IMCA Stock Car) | 9th | - | DNS | - |
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| 9/5/2023 | Beaver Dam Raceway - Beaver Dam, WI 5 Division Night - Non Points Street Stocks, Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (Street Stocks) | 2nd | - | - | 2nd | | Kyle Caswell (IMCA Stock Car) | - | - | - | - |
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| 9/8/2023 | Outagamie Speedway - Seymour, WI 2023 OUTAGAMIE SPEEDWAY FALL BRAWL DAY 1 Street Stocks, Baby Grand, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Kyle Caswell (Street Stocks) | 2nd | - | - | - |
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| 9/9/2023 | Outagamie Speedway - Seymour, WI 2023 FALL BRAWL DAY 2 Dirt Late Models: Dirt Kings Late Model Tour Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Kyle Caswell (Street Stocks) | - | - | 1st | 7th |
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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 | | Kyle Caswell (Street Stocks) | 7th | - | - | - |
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| 9/16/2023 | 141 Speedway - Maribel, WI Bumper to Bumper IRA Sprints, Lightning Sprints, Legends and Street Stocks 410 Sprints - Winged: IRA Interstate Racing Association Pro Legends: Midwest Legends Dirt Series Lightning Sprints: IRA Lightning Sprints Hobby Stocks | Rain Out |
| 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 | | Kyle Caswell (Sportsmans) | 2nd | - | - | 21st |
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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 | | Kyle Caswell (Sportsmans) | 8th | - | 4th | - |
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| 10/7/2023 | Beaver Dam Raceway - Beaver Dam, WI Pink Hat Fall Classic Stock Cars, Street Stocks, Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Kyle Caswell (Street Stocks) | 1st | - | - | 4th |
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