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| 4/17/2021 | 141 Speedway - Maribel, WI 141 Championship Cup Opener Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 7th | - | 7th | - |
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| 5/1/2021 | 141 Speedway - Maribel, WI Salute to Armed Forces / 141 Championship Cup Race #3 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 8th | - | 6th | - |
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| 5/8/2021 | 141 Speedway - Maribel, WI Mother's Day / "Red" Race $1,000.00 to Win Red IMCA Modified / 141 Championship Cup Race #4 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 6th | - | 5th | - |
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| 5/15/2021 | 141 Speedway - Maribel, WI 141 Championship Cup Race #5 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 8th | - | 7th | 22nd |
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| 5/16/2021 | Luxy Raceway - Luxemburg, WI Season Opener - 2021 COVID Crusher Part Two Street Stocks, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 4th | - | - | 19th (DNF) |
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| 5/22/2021 | 141 Speedway - Maribel, WI 141 Championship Cup Race #6 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 3rd | - | - | 7th |
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| 6/12/2021 | 141 Speedway - Maribel, WI Prestige Custom Cabinetry "White" Race $1,000.00 to Win IMCA Modifieds / 141 Championship Cup #9 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 3rd | - | - | 13th |
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| 6/16/2021 | 141 Speedway - Maribel, WI Clash at the Creek XIII $10,000.00 to Win IMCA Modifieds IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 6th | - | 5th | - |
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| 6/17/2021 | 141 Speedway - Maribel, WI Clash at The Creek XIII $10,000.00 to Win IMCA Modifieds IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 10th | - | 10th | - |
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| 6/19/2021 | The Hill Raceway - Sturgeon Bay, WI Hall Of Fame Night Stock Cars, B Modifieds, Street Stocks, Dirt 4 cyl Modifieds | Results | | Michael Bailey Jr (B Modifieds) | 6th | - | - | 11th |
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| 7/9/2021 | Outagamie Speedway - Seymour, WI Full FIVE division show Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 7th | - | 5th | - |
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| 7/16/2021 | Outagamie Speedway - Seymour, WI 5 Divisions Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 6th | - | 6th | - |
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| 7/18/2021 | Luxy Raceway - Luxemburg, WI Eric Van Iten Memorial Night Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 10th | - | 5th | - |
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| 7/29/2021 | The Hill Raceway - Sturgeon Bay, WI Fair Race Stock Cars, B Modifieds, Street Stocks, Dirt 4 cyl Modifieds | Results | | Michael Bailey Jr (B Modifieds) | 6th | - | - | 12th |
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| 8/1/2021 | Luxy Raceway - Luxemburg, WI Village Kitchen Presents Mod Mania! Street Stocks, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 3rd | - | - | 11th |
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| 8/18/2021 | 141 Speedway - Maribel, WI Captain of the Creek III $10,000.00 to Win IMCA Northern SportMods - Qualifying Sport Compact, IMCA Modified, IMCA Northern SportMod | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 8th | - | - | 67th |
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| 8/19/2021 | 141 Speedway - Maribel, WI Captain of the Creek III $10,000.00 to Win IMCA Northern SportMods Stock Cars, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 15th | - | - | - |
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| 8/21/2021 | The Hill Raceway - Sturgeon Bay, WI Championship Night Stock Cars, A Modifieds, B Modifieds, Street Stocks, Dirt 4 cyl Modifieds | Results | | Michael Bailey Jr (B Modifieds) | 3rd | - | - | 11th |
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| 8/22/2021 | Luxy Raceway - Luxemburg, WI Robinson Inc Night at the Races Street Stocks, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 5th | - | - | 9th |
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| 8/29/2021 | Luxy Raceway - Luxemburg, WI Championship Night Street Stocks, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Bailey Jr (IMCA Northern SportMod) | 4th | - | - | 11th |
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