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| 5/18/2019 | Fairbury Speedway - Fairbury, IL FALS Cup Weekly Racing DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 2nd | - | - | 21st (DNF) |
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| 6/22/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event Featuring Outlaw Super Street Challenge DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Winged Crate Sprints | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 5th | - | - | 11th |
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| 6/29/2019 | Fairbury Speedway - Fairbury, IL FALS Cup Weekly Racing DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 3rd | - | - | 19th (DNF) |
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| 7/6/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Stock Non-Wing, Street Stocks, Winged Crate Sprints | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 3rd | - | - | 11th |
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| 7/13/2019 | Fairbury Speedway - Fairbury, IL FALS CUP WEEKLY RACING/Eden Piercy Memorial Sportsman Special 410 Sprints - Winged, Midgets, DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 8th (DNF) | - | 4th | 12th |
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| 7/27/2019 | Charleston Speedway - Charleston, IL Regular Night DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 4th | - | - | 10th |
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| 8/2/2019 | Farmer City Raceway - Farmer City, IL 5th Annual What Up Dog 40 Street Stocks: Midwest Stock Car Tour A Modifieds, Dirt Late Models, Pro Late Model | Results | | Justin Gregory (A Modifieds) | 5th | - | - | 10th |
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| 8/3/2019 | Fairbury Speedway - Fairbury, IL FALS CUP WEEKLY RACING DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 4th | - | - | 17th (DNF) |
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| 8/24/2019 | Fairbury Speedway - Fairbury, IL FALS CUP WEEKLY RACING, Driver Appreciation Night Dirt Super Late Models, DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 2nd | - | - | 20th (DNF) |
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| 8/31/2019 | Charleston Speedway - Charleston, IL Hornet Special DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Hornets, Economy Late Models | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 5th | - | - | 8th |
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| 9/7/2019 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Street Stocks | Results | | Justin Gregory (DIRTcar UMP Modifieds) | 1st | - | - | 15th |
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| 10/19/2019 | Kokomo Speedway - Kokomo, IN Kokomo Klash XIII A Modifieds, Street Stocks, Dirt Late Models, Hornets, Super Stocks | Results | | Justin Gregory (A Modifieds) | 3rd | - | - | 15th |
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