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| 4/17/2021 | Independence Motor Speedway - Independence, IA Sport Mods & Stock Cars $750 to Win DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models | Results | | Ryan Schilling (B Modifieds) | DNS | - | - | 16th |
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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 | | Ryan Schilling (B Modifieds) | 1st | - | - | 6th |
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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 | | Ryan Schilling (B Modifieds) | 1st | - | - | 6th |
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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 | | Ryan Schilling (IMCA Northern SportMod) | 3rd | - | - | 5th |
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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 | | Ryan Schilling (B Modifieds) | 4th | - | - | 18th |
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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 | | Ryan Schilling (B Modifieds) | 2nd | - | - | 1st |
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| 5/29/2021 | 34 Raceway - West Burlington, IA DoneRight.TV Night - Draw Re-Draw Special 305 Sprints - Winged, Dirt Super Late Models, Stock Cars, A Modifieds, Dirt Late Models, Limited Sport Mod | Results | | Ryan Schilling (Limited Sport Mod) | 5th | - | 2nd | 19th |
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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 | | Ryan Schilling (B Modifieds) | 8th | - | - | DNS |
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| 6/22/2021 | Hancock County Speedway - Britt, IA MAXYIELD SPORT MOD NATIONALS $2,500 to WIN Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Ryan Schilling (B Modifieds) | 5th (DNF) | - | DNS | - |
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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 | | Ryan Schilling (B Modifieds) | 4th | - | - | 6th |
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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 | | Ryan Schilling (IMCA Northern SportMod) | 1st | - | - | 2nd |
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| 7/28/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Sprint Invaders - Dubuque Fairgrounds Speedway 360 Sprints - Winged: Sprint Invaders Hobby Stocks, A Modifieds, B Modifieds, Sport Compact | Results | | Ryan Schilling (B Modifieds) | 3rd | - | - | 5th |
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| 7/30/2021 | Cedar County Raceway - Tipton, IA 28th Annual Gary Reinhart Memorial Street Stocks, Vintage Full Body Stock Cars, IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Sport Compact | Results | | Ryan Schilling (IMCA Northern SportMod) | 2nd | - | - | 9th |
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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 | | Ryan Schilling (B Modifieds) | 2nd | - | - | 8th |
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| 8/18/2021 | Lafayette County Speedway - Darlington, WI Grant County Fair Race Vintage Full Body Stock Cars, Economy Late Models, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Hobby Stock | Results | | Ryan Schilling (IMCA Northern SportMod) | 5th | - | - | 3rd |
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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 | | Ryan Schilling (B Modifieds) | 2nd | - | - | 1st |
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| 9/23/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Dubuque Speedway - EAST Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, A Modifieds, B Modifieds, Vintage Full Body Stock Cars, Vintage Modifieds | Results | | Ryan Schilling (B Modifieds) | 1st | - | - | 4th |
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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 | | Ryan Schilling (B Modifieds) | 4th | - | - | 10th |
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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 | | Ryan Schilling (B Modifieds) | 2nd | - | - | 23rd |
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