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| 6/27/2020 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Gregg Brayak (Winged Outlaw) | 2nd | - | - | 2nd |
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| 7/3/2020 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Gregg Brayak (Winged Outlaw) | 3rd | - | - | 1st |
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| 7/11/2020 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Gregg Brayak (Winged Outlaw) | 3rd | - | - | 6th |
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| 7/18/2020 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Gregg Brayak (Winged Outlaw) | 2nd | - | - | 4th |
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| 7/25/2020 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Gregg Brayak (Winged Outlaw) | 2nd | - | - | 3rd |
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| 8/1/2020 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Gregg Brayak (Winged Outlaw) | 3rd | - | - | 6th |
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| 8/8/2020 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Gregg Brayak (Winged Outlaw) | 3rd | - | - | 6th |
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| 8/23/2020 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Gregg Brayak (Winged Outlaw) | 4th | - | - | 1st |
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| 8/29/2020 | Escanaba Speedway - Escanaba, MI Winged Outlaw, B Modifieds, Street Stocks, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Gregg Brayak (Winged Outlaw) | 5th | - | - | 4th |
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