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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 | | Justin Gregory (DIRTcar UMP Modifieds) | 8th (DNF) | - | - | 13th |
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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 | | Justin Gregory (DIRTcar UMP Modifieds) | 5th | - | - | 13th (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 | | Justin Gregory (DIRTcar UMP Modifieds) | 5th | - | - | 8th |
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| 8/11/2023 | Circle City Raceway - Indianapolis, IN USSA Mel Kenyon Midget Series TQ Midgets: All Star TQ Midgets Pavement Midgets: USSA Mel Kenyon Midget Series DIRTcar UMP Modifieds, Dirt Crate Late Models, Crown Vic | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 1st | - | - | 6th |
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| 9/1/2023 | Kankakee County Speedway - Kankakee, IL 50 Lap DIRTcar Pro Late Model Special DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Stock Cars, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 2nd | - | - | 7th |
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| 9/3/2023 | Kokomo Speedway - Kokomo, IN Vince Osman Championship & Fireworks DIRTcar UMP Modifieds, Hobby Stocks, A Modifieds, 410 Sprints - Non-Winged | Results | | Justin Gregory (A Modifieds) | 9th | - | 5th | - |
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| 9/12/2023 | Fairbury Speedway - Fairbury, IL Fourth Annual One For The Road Dirt Super Late Models: Castrol FloRacing Night in America DIRTcar UMP Modifieds | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 7th | - | - | 13th |
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| 9/15/2023 | Kankakee County Speedway - Kankakee, IL $5,000-To-Win MARS Super Late Models DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Stock Cars, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 7th | - | - | 9th |
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| 9/22/2023 | Kankakee County Speedway - Kankakee, IL Championship Night Presented by Taylor Cars DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Stock Cars, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 4th | - | - | 7th |
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