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| 4/14/2023 | US 36 Raceway - Osborn, MO Opening Night 360 Sprints - Winged, Stock Cars, Non-Winged Sprints, USRA B-Mods, IMCA RaceSaver Sprint Car, IMCA Mod Lite | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 5th | - | - | 1st |
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| 4/21/2023 | Crawford County Speedway - Denison, IA 305 Sprints - Winged, Stock Cars, B Modifieds, Hornets, IMCA RaceSaver Sprint Car | Postponed |
| 5/28/2023 | Shelby County Speedway - Harlan, IA 360 Sprints - Winged: Malvern Bank 360 Sprints Dirt Late Models, Non-Winged Sprints, IMCA RaceSaver Sprint Car | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 6th | - | - | 9th (DNF) |
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| 6/2/2023 | Crawford County Speedway - Denison, IA Hobby Stocks, Stock Cars, B Modifieds, Dirt Late Models, Hornets, IMCA RaceSaver Sprint Car | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 4th | - | - | 4th |
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| 6/9/2023 | Crawford County Speedway - Denison, IA Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, IMCA RaceSaver Sprint Car | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 1st | - | - | 6th |
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| 6/16/2023 | Crawford County Speedway - Denison, IA Hobby Stocks, Stock Cars, B Modifieds, Dirt Late Models, Hornets, IMCA RaceSaver Sprint Car | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 2nd | - | - | 7th |
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| 6/23/2023 | Crawford County Speedway - Denison, IA Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Vintage Full Body Stock Cars, Hornets, IMCA RaceSaver Sprint Car | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 1st | - | - | 4th |
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| 6/30/2023 | Crawford County Speedway - Denison, IA Hobby Stocks, Stock Cars, B Modifieds, Dirt Late Models, Hornets, IMCA RaceSaver Sprint Car | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 5th | - | - | 10th (DNF) |
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| 7/14/2023 | Crawford County Speedway - Denison, IA Hobby Stocks, Stock Cars, B Modifieds, Dirt Late Models, Hornets, IMCA RaceSaver Sprint Car | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 1st | - | - | 6th |
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| 7/21/2023 | Crawford County Speedway - Denison, IA Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Hornets, IMCA RaceSaver Sprint Car | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 4th | - | - | 13th (DNF) |
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| 7/28/2023 | Crawford County Speedway - Denison, IA Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Hornets, IMCA RaceSaver Sprint Car | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 2nd | - | - | 3rd |
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| 8/4/2023 | Belleville High Banks - Belleville, KS IMCA RaceSaver Sprint Car: URSS-United Rebel Sprint Series 305 Sprints - Winged | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 7th | - | 7th | - |
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| 8/5/2023 | Belleville High Banks - Belleville, KS IMCA RaceSaver Sprint Car: URSS-United Rebel Sprint Series 305 Sprints - Winged | Results | | Jake Greenwood (IMCA RaceSaver Sprint Car) | 10th | - | 12th (DNF) | - |
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