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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 | | Chad Osterhoff (CRUSA Dirt Late Models) | DNS | - | DNS | - |
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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 Dirt Super Late Models | Results | | Chad Osterhoff (CRUSA Dirt Late Models) | 6th | - | 6th | - |
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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 Dirt Super Late Models | Results | | Chad Osterhoff (CRUSA Dirt Late Models) | 5th | - | 2nd | 17th |
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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 | | Chad Osterhoff (Pro Late Model) | 2nd | - | - | 3rd |
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| 10/9/2021 | Fairbury Speedway - Fairbury, IL FALS Frenzy DIRTcar Late Models, DIRTcar UMP Modifieds, Pro Late Model | Results | | Chad Osterhoff (Pro Late Model) | 4th | - | - | 17th |
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| 12/2/2021 | The Dome at America's Center - St. Louis, MO Castrol Gateway Dirt Nationals Midgets, Dirt Super Late Models, A Modifieds | Results | | Chad Osterhoff (Dirt Super Late Models) | - | - | - | - |
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