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| 2/4/2021 | East Bay Raceway Park - Tampa, FL East Bay Winter Nationals CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Chase Osterhoff (CRUSA Dirt Late Models) | 6th | - | 9th | - |
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| 2/5/2021 | East Bay Raceway Park - Tampa, FL East Bay Winter Nationals CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Chase Osterhoff (CRUSA Dirt Late Models) | 7th | - | 8th | - |
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| 2/6/2021 | East Bay Raceway Park - Tampa, FL East Bay Winter Nationals CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Chase Osterhoff (CRUSA Dirt Late Models) | 6th | - | 6th | - |
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| 4/2/2021 | Farmer City Raceway - Farmer City, IL Triple Qualifying Features $600 to win $100 to start Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: Summit American Modified Series Street Stocks, Dirt Late Models, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 3rd | - | - | 7th |
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| 4/3/2021 | Farmer City Raceway - Farmer City, IL $2500 to win $150 to start Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: Summit American Modified Series Dirt Late Models, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 10th | - | - | 21st |
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| 4/9/2021 | Farmer City Raceway - Farmer City, IL Weekly night plus Pro Mods DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model, DIRTcar Pro Modifieds | Results | | Chase Osterhoff (Pro Late Model) | 1st | - | - | 17th (DNF) |
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| 4/30/2021 | Farmer City Raceway - Farmer City, IL Full Show Plus Pro Mods DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 1st | - | - | 1st |
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| 5/7/2021 | Farmer City Raceway - Farmer City, IL Full Show Plus Hornets DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Hornets, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 1st | - | - | 1st |
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| 5/14/2021 | Farmer City Raceway - Farmer City, IL Farmer City 74 DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 4th | - | - | 7th |
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| 5/29/2021 | Fairbury Speedway - Fairbury, IL FALS Cup Weekly Racing, Earl J Hubert Memorial Street Stock Special DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, Street Stocks, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 2nd | - | - | 4th |
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| 7/23/2021 | Farmer City Raceway - Farmer City, IL Jr. Kimler Memorial Race DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 2nd | - | - | 7th |
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| 10/9/2021 | Fairbury Speedway - Fairbury, IL FALS Frenzy DIRTcar Late Models, DIRTcar UMP Modifieds, Pro Late Model | Results | | Chase Osterhoff (DIRTcar Late Models) | 6th | - | 5th | - |
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| 12/3/2021 | The Dome at America's Center - St. Louis, MO Castrol Gateway Dirt Nationals Midgets, Dirt Super Late Models, A Modifieds | Results | | Chase Osterhoff (Dirt Super Late Models) | - | - | - | - |
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| 12/4/2021 | The Dome at America's Center - St. Louis, MO Midgets, Dirt Super Late Models, A Modifieds | Results | | Chase Osterhoff (Dirt Super Late Models) | - | - | - | - |
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