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| 6/10/2021 | Kossuth County Speedway - Algona, IA Weekly IMCA Racing B Modifieds, Street Stocks, Enduro, IMCA Modified, IMCA Hobby Stock, IMCA Sport Compact | Results | | Oliver Monson (IMCA Sport Compact) | 3rd | - | - | 3rd |
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| 6/11/2021 | Hancock County Speedway - Britt, IA Trulson Auto Parts / Hillenga Seeds Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact | Results | | Oliver Monson (Sport Compact) | 2nd | - | - | 10th |
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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 | | Oliver Monson (Sport Compact) | 2nd | - | - | 6th |
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| 8/7/2021 | Hamilton County Speedway - Webster City, IA Napa Auto Parts USRA Weekly Racing + Hobby Stock Special Super Truck, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Oliver Monson (USRA Tuners) | 3rd | - | - | 5th |
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| 8/7/2021 | Hancock County Speedway - Britt, IA Annual Night of 10,000 Stars - $4,000 to WIN Modifieds Corteva Agriscience, Asmus Supply, Sents Seed Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Modified | Results | | Oliver Monson (Sport Compact) | 3rd | - | - | 3rd (DNF) |
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| 8/12/2021 | Kossuth County Speedway - Algona, IA Vintage Racers B Modifieds, Street Stocks, Enduro, IMCA Modified, IMCA Hobby Stock, IMCA Sport Compact | Results | | Oliver Monson (IMCA Sport Compact) | 2nd | - | - | 8th (DNF) |
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| 8/14/2021 | Boone Speedway - Boone, IA Saturday Night Series Weekly #18 IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact, IMCA Mod Lite | Results | | Oliver Monson (IMCA Sport Compact) | 2nd | - | - | 5th |
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| 8/19/2021 | Kossuth County Speedway - Algona, IA Season Championship B Modifieds, Street Stocks, Enduro, IMCA Modified, IMCA Hobby Stock, IMCA Sport Compact | Results | | Oliver Monson (IMCA Sport Compact) | 3rd | - | - | 9th (DNF) |
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| 8/22/2021 | Mason City Motor Speedway - Mason City, IA Driver Appreciation Night 600cc Modifieds, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Oliver Monson (USRA Stock Cars) | 7th | - | - | 10th |
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| 8/27/2021 | Sports Park Raceway - Fort Dodge, IA Season Championship Night and Tuff Trucks Super Truck, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Oliver Monson (USRA Tuners) | 4th | - | - | 5th |
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| 9/5/2021 | Boone Speedway - Boone, IA Wild Rose Casino Prelude to the Super Nationals IMCA Northern SportMod, IMCA Hobby Stock, IMCA Sport Compact, Pro Dwarf, IMCA Mod Lite | Results | | Oliver Monson (IMCA Sport Compact) | 7th (DNF) | - | 11th | - |
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| 9/7/2021 | Boone Speedway - Boone, IA 2021 IMCA Speedway Motors Super Nationals Fueled by Casey’s Vintage Modifieds, Generic 1, IMCA Northern SportMod, IMCA Hobby Stock, IMCA Sport Compact | Results | | Oliver Monson (IMCA Sport Compact) | 12th | - | 17th (DNF) | - |
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| 10/3/2021 | Mason City Motor Speedway - Mason City, IA Fall Frenzy USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Oliver Monson (USRA Tuners) | 1st | - | - | 2nd |
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| 10/9/2021 | Murray County Speedway - Slayton, MN Hub City Rumble - Repairable Vehicles.com Tri State Late Models Dirt Late Models: Tri-State Late Models Factory Stocks, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Oliver Monson (Sport Compact) | 6th | - | - | 4th |
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| 10/23/2021 | Hamilton County Speedway - Webster City, IA Fall Futurity Night #2 Dirt Super Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Oliver Monson (USRA Tuners) | 4th | - | - | 12th (DNF) |
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