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| 6/8/2019 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Jeremiah Roberts (Winged Outlaw) | 7th | - | - | 12th |
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| 6/15/2019 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Jeremiah Roberts (Winged Outlaw) | 6th | - | - | 10th |
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| 6/22/2019 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Jeremiah Roberts (Winged Outlaw) | 5th | - | - | 9th |
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| 6/29/2019 | Escanaba Speedway - Escanaba, MI Art Richer Memorial Vintage Racing Special Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Jeremiah Roberts (Winged Outlaw) | 2nd | - | - | 2nd |
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| 7/6/2019 | Escanaba Speedway - Escanaba, MI Sayklly's Candies Salute to Veterans Night! Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Jeremiah Roberts (Winged Outlaw) | 6th | - | - | 10th |
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| 7/27/2019 | Escanaba Speedway - Escanaba, MI Engineered Machined Products Fan Appreciation Night Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Jeremiah Roberts (Winged Outlaw) | 3rd | - | - | 11th |
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| 8/10/2019 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Jeremiah Roberts (Winged Outlaw) | 2nd | - | - | 3rd |
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| 8/18/2019 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Jeremiah Roberts (Winged Outlaw) | 2nd | - | - | 2nd |
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| 9/14/2019 | Escanaba Speedway - Escanaba, MI BORDER BATTLE RACE SPECIAL-NON POINTS Stock Cars, Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Jeremiah Roberts (Winged Outlaw) | 7th | - | - | 3rd |
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