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| 4/21/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 6th | - | - | 9th |
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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 | | Jesse Cullen (A Modifieds) | 1st | - | - | 1st |
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| 5/5/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 5th | - | - | 10th |
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| 5/12/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 4th | - | - | 1st |
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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 | | Jesse Cullen (IMCA Modified) | 2nd | - | - | 6th |
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| 5/19/2023 | 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 | | Jesse Cullen (A Modifieds) | 3rd | - | - | 4th |
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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 | | Jesse Cullen (IMCA Modified) | 8th | - | 2nd | 21st |
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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 | | Jesse Cullen (A Modifieds) | 4th | - | - | 2nd |
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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 | | Jesse Cullen (IMCA Modified) | 9th (DNF) | - | 10th (DNF) | - |
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| 6/2/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (B Modifieds) | 4th | - | - | 2nd |
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| 6/9/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway Pro Legends: Midwest Legends Dirt Series DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 4th | - | - | 2nd |
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| 6/10/2023 | 141 Speedway - Maribel, WI Prestige Custom Cabinetry Presents IMCA Modifieds White Race $1,000 to Win Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Rain Out |
| 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 | | Jesse Cullen (IMCA Modified) | 3rd | - | - | - |
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| 6/15/2023 | 141 Speedway - Maribel, WI Clash at the Creek XV $10,000 to Win IMCA Modifieds / $1,000 to Win IMCA Stock Cars & Sport Mods IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Jesse Cullen (IMCA Modified) | 2nd | - | - | 14th |
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| 6/23/2023 | Outagamie Speedway - Seymour, WI Weekly Racing Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Jesse Cullen (IMCA Modified) | 4th | - | - | 9th |
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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 | | Jesse Cullen (Limited Modified) | 2nd | - | - | 14th |
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| 6/30/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 2nd | - | - | 2nd |
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| 7/1/2023 | Shawano Speedway - Shawano, WI Tribute to the Veterans Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Jesse Cullen (A Modifieds) | 6th | - | - | 8th |
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| 7/7/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 4th | - | - | 10th (DNF) |
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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 | | Jesse Cullen (IMCA Modified) | 1st | - | - | 8th |
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| 7/14/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 1st | - | - | 1st |
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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 | | Jesse Cullen (IMCA Modified) | 1st | - | - | 14th |
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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 | | Jesse Cullen (A Modifieds) | DNS | - | - | 7th |
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| 7/21/2023 | Outagamie Speedway - Seymour, WI THUNDER AT THE FAIR, IRA 410 SPRINTS with IMCA Mods & Stock Cars 410 Sprints - Winged: IRA Interstate Racing Association IMCA Modified, IMCA Stock Car | Results | | Jesse Cullen (IMCA Modified) | - | - | - | - |
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| 7/28/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway Pro Legends: Midwest Legends Dirt Series DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 1st | - | - | DNS |
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| 7/30/2023 | Luxy Speedway - Luxemburg, WI Carter Construction Night Street Stocks, Baby Grand, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Jesse Cullen (IMCA Modified) | 4th | - | - | 4th |
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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 | | Jesse Cullen (IMCA Modified) | 5th | - | - | 19th (DNF) |
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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 | | Jesse Cullen (IMCA Modified) | 3rd | - | - | 9th |
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| 8/11/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 2nd | - | - | 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 | | Jesse Cullen (IMCA Modified) | 3rd | - | - | 24th (DNF) |
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| 8/25/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 1st | - | - | DNS |
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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 | | Jesse Cullen (IMCA Modified) | 6th | - | 3rd | 21st (DNF) |
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| 9/1/2023 | Gravity Park Speedway - Chilton, WI Night of the Champions (Rain Date Sept 8th) DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Jesse Cullen (A Modifieds) | 1st | - | - | 1st |
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| 9/2/2023 | Shawano Speedway - Shawano, WI Championship Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dirt 4 cyl Modifieds | Results | | Jesse Cullen (A Modifieds) | 6th | - | - | 21st |
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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 | | Jesse Cullen (IMCA Modified) | 5th | - | - | - |
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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 | | Jesse Cullen (IMCA Modified) | - | - | - | 2nd |
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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 | | Jesse Cullen (A Modifieds) | 1st | - | - | - | | Jesse Cullen (B Modifieds) | 2nd | - | - | - |
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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 | | Jesse Cullen (A Modifieds) | - | - | - | 3rd | | Jesse Cullen (B Modifieds) | - | - | - | 15th (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 | | Jesse Cullen (IMCA Modified) | 2nd | - | - | 9th |
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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 | | Jesse Cullen (IMCA Modified) | 7th | - | 6th | - |
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