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| 3/10/2021 | Humboldt Speedway - Humboldt, KS Battle at the Bullring Practice Dirt Super Late Models, Factory Stocks, Stock Cars, A Modifieds, Midwest Modifieds, B Modifieds, Sport Compact, USRA B-Mods, USRA Modifieds | Rain Out |
| 3/24/2021 | Humboldt Speedway - Humboldt, KS KOA and Battle Practice A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Olson (USRA B-Mods) | - | - | - | - |
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| 3/25/2021 | Humboldt Speedway - Humboldt, KS King Of America and Battle at the Bullring Night 1 A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Olson (USRA B-Mods) | 3rd | - | - | - |
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| 3/26/2021 | Humboldt Speedway - Humboldt, KS King Of America $5,000 to win + Battle Qualifying A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Stock Cars | Results | | Ryan Olson (USRA B-Mods) | 9th | - | - | - |
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| 3/27/2021 | Humboldt Speedway - Humboldt, KS King Of America $20,000 to win, Battle at the Bullring $10,00 to win A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Olson (USRA B-Mods) | - | - | - | - |
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| 4/23/2021 | Mississippi Thunder Speedway - Fountain City, WI 13th Annual Season Opener presented by Kelly Iverson Trucking Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 3rd | - | - | 1st |
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| 4/30/2021 | Mississippi Thunder Speedway - Fountain City, WI Weekly Racing Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 2nd | - | - | 3rd |
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| 5/14/2021 | Mississippi Thunder Speedway - Fountain City, WI Weekly Racing Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Rain Out |
| 6/4/2021 | Mississippi Thunder Speedway - Fountain City, WI 13th Annual Rivercity Rumble Dirt Super Late Models: Lucas Oil MLRA USRA B-Mods, USRA Modifieds, USRA Late Models | Results | | Ryan Olson (USRA B-Mods) | 1st | - | - | 4th | | Ryan Olson (USRA Late Models) | 1st | - | - | 21st (DNF) |
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| 6/11/2021 | Mississippi Thunder Speedway - Fountain City, WI Weekly Racing Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 2nd | - | - | 4th |
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| 6/18/2021 | Mississippi Thunder Speedway - Fountain City, WI Redneck 100 Challenge Hornets, USRA B-Mods, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 4th | - | - | 1st |
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| 7/2/2021 | Mississippi Thunder Speedway - Fountain City, WI Karl Fenske Memorial Dirt Late Models, Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 2nd | - | - | 3rd |
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| 7/9/2021 | Mississippi Thunder Speedway - Fountain City, WI Firecracker 40 Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 3rd | - | - | 4th |
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| 7/16/2021 | Mississippi Thunder Speedway - Fountain City, WI USRA Late Model Special 125cc Winged Micros, Hornets, USRA B-Mods, USRA Late Models, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 3rd | - | - | 2nd |
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| 7/23/2021 | Mississippi Thunder Speedway - Fountain City, WI Weekly Racing USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 1st | - | - | 3rd |
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| 7/30/2021 | Mississippi Thunder Speedway - Fountain City, WI K-Town Klash USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 2nd | - | - | 6th |
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| 7/31/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #12 / Midwest Mod $5,000 To Win A Modifieds, Midwest Modifieds, Super Stocks, USRA Late Models, WISSOTA Street Stock | Results | | Ryan Olson (Midwest Modifieds) | 1st | - | - | 3rd |
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| 8/6/2021 | Mississippi Thunder Speedway - Fountain City, WI Weekly Racing Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 2nd | - | - | 14th |
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| 8/20/2021 | Mississippi Thunder Speedway - Fountain City, WI Rumble by the River 40 Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Ryan Olson (USRA B-Mods) | 2nd | - | - | 6th |
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| 10/1/2021 | Mississippi Thunder Speedway - Fountain City, WI The Great Pumpkin Race Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks, USRA Stock Cars | Results | | Ryan Olson (USRA B-Mods) | 2nd | - | - | 3rd |
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| 10/2/2021 | Mississippi Thunder Speedway - Fountain City, WI The Great Pumpkin Race Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks, USRA Stock Cars | Results | | Ryan Olson (USRA B-Mods) | 1st | - | - | 1st |
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