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| 5/12/2023 | Outagamie Speedway - Seymour, WI The Wisconsin Dirt Legends make a visit to Outagamie Speedway Pro Legends: Midwest Legends Dirt Series Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Bob Czarapata (IMCA Stock Car) | 9th (DNF) | - | 4th | - |
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| 5/19/2023 | Outagamie Speedway - Seymour, WI Old Glory Honor Flight & Armed Forces Night at Outagamie Speedway Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Bob Czarapata (IMCA Stock Car) | 7th | - | 8th (DNF) | - |
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| 5/26/2023 | Outagamie Speedway - Seymour, WI WABAM Dirt Kings Late Models Salute to Service 30 Dirt Late Models: Dirt Kings Late Model Tour Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Bob Czarapata (IMCA Stock Car) | 6th | - | 7th (DNF) | - |
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| 6/2/2023 | Outagamie Speedway - Seymour, WI 6 Divisions of Excitement Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Bob Czarapata (IMCA Stock Car) | 2nd | - | - | 15th |
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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 | | Bob Czarapata (IMCA Stock Car) | 4th | - | - | 17th (DNF) |
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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 | | Bob Czarapata (IMCA Stock Car) | 6th | - | 2nd | 19th (DNF) |
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| 8/20/2023 | 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 | | Bob Czarapata (IMCA Stock Car) | 8th | - | - | 12th |
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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 | | Bob Czarapata (IMCA Stock Car) | 6th | - | - | DNS |
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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 | | Bob Czarapata (IMCA Stock Car) | 5th | - | - | 17th |
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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 | | Bob Czarapata (IMCA Stock Car) | 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 | | Bob Czarapata (IMCA Stock Car) | - | - | - | 8th |
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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 | | Bob Czarapata (Stock Cars) | 6th | - | - | - |
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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 | | Bob Czarapata (Stock Cars) | - | - | - | 16th |
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