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| 4/14/2023 | Kankakee County Speedway - Kankakee, IL Lee J. Hall Memorial + DIRTcar Pro Late Model Special DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | - | - | - | 14th (DNF) |
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| 4/21/2023 | Kankakee County Speedway - Kankakee, IL DIRTcar Modified Special + Crown Victorias DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Stock Cars, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 2nd | - | - | 4th |
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| 4/28/2023 | Kankakee County Speedway - Kankakee, IL DIRTcar Stock Car Special DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 4th | - | - | 10th |
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| 5/19/2023 | Kankakee County Speedway - Kankakee, IL Big Daddy Scrap 40: $5,000-To-Win MARS Super Late Models DIRTcar Late Models: MARS - Midwest Auto Racing Series Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 5th | - | - | 10th |
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| 5/26/2023 | Kankakee County Speedway - Kankakee, IL DIRTcar Sport Compact Special + Big Wheel Races + Crown Victorias DIRTcar Factory Stock, DIRTcar Sport Compact, Stock Cars, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 3rd | - | - | 5th |
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| 6/2/2023 | Kankakee County Speedway - Kankakee, IL DIRTcar Pro Late Model Special + Kids night Huge Bike Giveaway DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 3rd | - | - | 19th (DNF) |
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| 6/9/2023 | Kankakee County Speedway - Kankakee, IL Bill Davis Memorial 50 Lap DIRTcar Modified Special DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 1st | - | - | 6th |
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| 6/15/2023 | Kankakee County Speedway - Kankakee, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Factory Stock, Snow - SOO 600, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 4th | - | - | 2nd |
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| 6/23/2023 | Kankakee County Speedway - Kankakee, IL DIRTcar Stock Car Special + On Track Autograph Session DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 3rd | - | - | 1st |
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| 6/30/2023 | Kankakee County Speedway - Kankakee, IL DIRTcar Pro Modified Special + Kids Bicycle Decoration Contest + Crown Victorias DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Stock Cars, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 6th | - | - | 6th |
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| 7/7/2023 | Kankakee County Speedway - Kankakee, IL DIRTcar Factory Stock, DIRTcar Sport Compact, Stock Cars, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 4th | - | - | 7th |
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| 7/14/2023 | Kankakee County Speedway - Kankakee, IL MID-AM Racing Series Asphalt Cars on Dirt + DIRTcar Sport Compact Special Asphalt Stock Cars: Mid-Am Racing Series DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Stock Cars, DIRTcar Pro Modifieds, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 2nd | - | - | 1st |
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| 7/21/2023 | Kankakee County Speedway - Kankakee, IL Dick Potts Memorial $2000 to Win DIRTcar Pro Late Models DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 1st | - | - | 20th |
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| 9/1/2023 | Farmer City Raceway - Farmer City, IL $5,000-To-Win MARS Super Late Models; $2,000-To-Win MARS Modifieds DIRTcar Late Models: MARS - Midwest Auto Racing Series DIRTcar UMP Modifieds, Street Stocks, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Pro Late Models) | 2nd | - | - | 5th |
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| 9/28/2023 | Lincoln Speedway - Lincoln, IL Practice Night for DIRTcar Fall Nationals DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Street Stocks, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Late Models) | - | - | - | - | | Chad Osterhoff (DIRTcar Pro Late Models) | - | - | - | - |
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| 9/29/2023 | Lincoln Speedway - Lincoln, IL DIRTcar Fall Nationals DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Pro Modifieds, DIRTcar Stock Car | Results | | Chad Osterhoff (DIRTcar Late Models) | 5th | - | - | 14th | | Chad Osterhoff (DIRTcar Pro Late Models) | - | - | - | - |
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| 9/30/2023 | Lincoln Speedway - Lincoln, IL DIRTcar Fall Nationals Night 2 DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Pro Modifieds, DIRTcar Pro Late Models | Results | | Chad Osterhoff (DIRTcar Late Models) | DNS | - | DNS | - | | Chad Osterhoff (DIRTcar Pro Late Models) | DNS | - | - | DNS |
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| 10/14/2023 | Kokomo Speedway - Kokomo, IN Kokomo Klash XVII Dirt Super Late Models, A Modifieds, Street Stocks, Hornets | Postponed |
| 10/15/2023 | Kokomo Speedway - Kokomo, IN Kokomo Klash XVII **Rain Date** Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks, Hornets | Results | | Chad Osterhoff (Dirt Super Late Models) | DNS | - | - | DNS |
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