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| 4/28/2023 | Lincoln Speedway - Lincoln, IL 305 Sprint Cars Badger Midgets: Midget Auto Racing Association 305 Sprints - Winged, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Street Stocks, DIRTcar Pro Late Models | Results | | Colby Sheppard (DIRTcar Pro Late Models) | 1st | - | - | 2nd |
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| 5/5/2023 | Farmer City Raceway - Farmer City, IL Full Show +Pro Mods. Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks, DIRTcar Pro Modifieds, DIRTcar Pro Late Models | Results | | Colby Sheppard (DIRTcar Pro Late Models) | 3rd | - | - | 4th |
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| 5/6/2023 | Spoon River Speedway - Canton, IL IMRA at Spoon River Speedway Limited Modified: HART Limited Modified Series Midgets, DIRTcar UMP Modifieds, DIRTcar Pro Late Models, DIRTcar 4 Cylinders | Results | | Colby Sheppard (DIRTcar Pro Late Models) | 3rd | - | - | 2nd |
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| 5/20/2023 | Spoon River Speedway - Canton, IL Greg Gilmore Memorial DIRTcar UMP Modifieds, B Modifieds, DIRTcar Pro Late Models, DIRTcar 4 Cylinders | Results | | Colby Sheppard (DIRTcar Pro Late Models) | 1st | - | - | 1st |
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| 5/26/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged, 305 Sprints - Winged, DIRTcar UMP Modifieds, Street Stocks, 604 Crate Late Models | Results | | Colby Sheppard (604 Crate Late Models) | 1st | - | - | 1st |
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| 5/27/2023 | Fairbury Speedway - Fairbury, IL $5,000-To-Win MARS Super Late Models; $2,000-To-Win MARS Modifieds DIRTcar Late Models: MARS - Midwest Auto Racing Series Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 5th | - | - | 9th |
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| 6/3/2023 | Spoon River Speedway - Canton, IL IMRA at Spoon River Speedway Midgets, DIRTcar UMP Modifieds, B Modifieds, DIRTcar Pro Late Models, DIRTcar 4 Cylinders | Results | | Colby Sheppard (DIRTcar Pro Late Models) | 1st | - | - | 4th |
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| 6/9/2023 | Lincoln Speedway - Lincoln, IL 7th Annual Ed Cain Hornet Challenge Badger Midgets: Midget Auto Racing Association DIRTcar UMP Modifieds, DIRTcar Sport Compact, Sportsmans, DIRTcar Pro Modifieds, DIRTcar Pro Late Models | Results | | Colby Sheppard (DIRTcar Pro Late Models) | 3rd | - | - | 10th (DNF) |
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| 7/14/2023 | Lincoln Speedway - Lincoln, IL Built FORD Tough MOWA Sprint Cars 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Badger Midgets: Midget Auto Racing Association DIRTcar UMP Modifieds, DIRTcar Sport Compact, DIRTcar Pro Late Models | Results | | Colby Sheppard (DIRTcar Pro Late Models) | 5th | - | - | 4th |
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| 8/4/2023 | Farmer City Raceway - Farmer City, IL 9th Annual What Up Dog Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks, DIRTcar Pro Modifieds, DIRTcar Pro Late Models | Results | | Colby Sheppard (DIRTcar Pro Late Models) | 4th | - | - | 8th |
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| 9/2/2023 | Fairbury Speedway - Fairbury, IL $5,000-To-Win MARS Super Late Models; $5,000-To-Win MARS Modifieds DIRTcar Late Models: MARS - Midwest Auto Racing Series DIRTcar UMP Modifieds, A Modifieds, Pro Late Model | Results | | Colby Sheppard (Pro Late Model) | 4th | - | - | 16th |
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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 | | Colby Sheppard (DIRTcar 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 | | Colby Sheppard (DIRTcar Late Models) | 2nd | - | - | 6th |
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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 | | Colby Sheppard (DIRTcar Late Models) | 2nd | - | - | 11th |
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