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| 4/17/2021 | Maquoketa Speedway - Maquoketa, IA Season Opener w/ Midwest Jalopies Pro Legends, Vintage Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | DNS | - | - | 9th |
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| 4/24/2021 | Maquoketa Speedway - Maquoketa, IA Weekly Racing $250 to win Sport Compacts Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 1st | - | - | 12th |
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| 4/25/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Dubuque Speedway Season Opener Hobby Stocks, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact, Dirt Mini Late Models | Results | | Jerry Miles (B Modifieds) | 6th | - | - | 12th |
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| 5/1/2021 | Maquoketa Speedway - Maquoketa, IA Weekly Racing Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 1st | - | - | 1st |
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| 5/2/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Badger's 85th Season Opener Badger Midgets: Badger Midget Auto Racing Association Hobby Stocks, A Modifieds, B Modifieds, IMCA Late Models | Results | | Jerry Miles (B Modifieds) | 4th | - | - | 9th |
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| 5/8/2021 | Maquoketa Speedway - Maquoketa, IA Weekly Racing with AIRS Pro Legends, Vintage Full Body Stock Cars, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Rain Out |
| 5/9/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact, Dirt Mini Late Models | Results | | Jerry Miles (B Modifieds) | 7th | - | - | 13th |
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| 5/15/2021 | Maquoketa Speedway - Maquoketa, IA Weekly Racing $750 to win IMCA Stock Cars Pro Legends, Vintage Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 2nd | - | - | 8th |
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| 5/16/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Weekly Racing Fan Appreciation Night Hobby Stocks, A Modifieds, B Modifieds, Semi-Pro Legends, Economy Late Models, IMCA Late Models | Results | | Jerry Miles (B Modifieds) | 6th | - | - | DNS |
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| 5/22/2021 | Maquoketa Speedway - Maquoketa, IA Weekly Racing w/ AIRS Pro Legends, Vintage Full Body Stock Cars, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 5th | - | - | 5th |
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| 5/23/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact, Dirt Mini Late Models | Results | | Jerry Miles (B Modifieds) | DNS | - | - | DNS |
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| 5/29/2021 | Maquoketa Speedway - Maquoketa, IA Weekly Racing w/ School Bus Races Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 3rd | - | - | 7th |
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| 5/30/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, Masters Legends, Economy Late Models, IMCA Late Models, Sport Compact | Results | | Jerry Miles (B Modifieds) | 2nd | - | - | 15th |
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| 6/5/2021 | Maquoketa Speedway - Maquoketa, IA Weekly Racing $1000 to win INEX Legends Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 4th | - | - | 5th |
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| 6/6/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact, Dirt Mini Late Models | Results | | Jerry Miles (B Modifieds) | 6th | - | - | 4th |
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| 6/12/2021 | Maquoketa Speedway - Maquoketa, IA Del Gade Memorial Race w/ AIRS Pro Legends, Vintage Full Body Stock Cars, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 4th | - | - | 3rd |
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| 6/13/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, Semi-Pro Legends, Economy Late Models, IMCA Late Models | Results | | Jerry Miles (B Modifieds) | 3rd | - | - | 4th |
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| 6/19/2021 | Maquoketa Speedway - Maquoketa, IA Weekly Racing w/ Midwest Jalopies Vintage Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 2nd | - | - | 3rd |
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| 7/3/2021 | Maquoketa Speedway - Maquoketa, IA Weekly Racing w/ Bus Races Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 3rd | - | - | 6th |
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| 7/4/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Very Good Chiropractic Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, Masters Legends, Economy Late Models, IMCA Late Models | Results | | Jerry Miles (B Modifieds) | 1st | - | - | 8th |
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| 7/11/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA DGaul Farms Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, Semi-Pro Legends, IMCA Late Models, Dirt Mini Late Models | Results | | Jerry Miles (B Modifieds) | 5th | - | - | 5th |
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| 7/17/2021 | Maquoketa Speedway - Maquoketa, IA Weekly Racing $500 to win IMCA Hobby Stocks Pro Legends, Vintage Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 2nd | - | - | 1st |
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| 7/18/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Link Hydraulics Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, Economy Late Models, IMCA Late Models, Sport Compact | Results | | Jerry Miles (B Modifieds) | 4th | - | - | 5th |
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| 8/1/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Julien Dubuque Classic Fair Race Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Late Models, Sport Compact, Dirt Mini Late Models | Results | | Jerry Miles (B Modifieds) | 5th | - | - | 6th |
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| 8/7/2021 | Maquoketa Speedway - Maquoketa, IA Iowa Donor Network Hall of Fame Night $1000 to win IMCA Modifieds $750 to win IMCA SportMods Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 4th | - | - | 8th |
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| 8/14/2021 | Maquoketa Speedway - Maquoketa, IA Season Championship w/ Bus ROC Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Jerry Miles (IMCA Stock Car) | 2nd | - | - | 5th |
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| 8/15/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Drew Cook & Sons Excavating & CALCO Spray Coatings Back to School Night Hobby Stocks, A Modifieds, B Modifieds, Semi-Pro Legends, IMCA Late Models, Sport Compact | Results | | Jerry Miles (B Modifieds) | 4th | - | - | 10th |
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| 8/22/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA The Dubuque Advertiser Weekly Racing Hobby Stocks, A Modifieds, B Modifieds, Economy Late Models, IMCA Late Models, Dirt Mini Late Models | Results | | Jerry Miles (B Modifieds) | 5th | - | - | 7th |
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| 8/29/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA McDermott Excavating Season Championship Night Hobby Stocks, A Modifieds, B Modifieds, Masters Legends, IMCA Late Models, Sport Compact | Results | | Jerry Miles (B Modifieds) | 8th | - | - | 7th |
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| 10/14/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Iowa Dirt Nationals Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Late Models, IMCA Modified | Results | | Jerry Miles (Stock Cars) | 1st | - | - | 13th |
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| 10/15/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Iowa Dirt Nationals Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Semi-Pro Legends, Sport Compact, IMCA Modified | Results | | Jerry Miles (Stock Cars) | 3rd | - | - | 9th |
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| 10/16/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Iowa Dirt Nationals Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Modified | Results | | Jerry Miles (Stock Cars) | 7th | - | - | 12th |
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