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| 6/6/2021 | Escanaba Speedway - Escanaba, MI 2021 Season Opener Presented by Radio Results Network Winged Outlaw, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Drake Degnan (Sportsman Micros) | 3rd | - | - | 4th |
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| 6/12/2021 | Escanaba Speedway - Escanaba, MI UPIR Fan Appreciation Week Presented by EMP Winged Outlaw, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Drake Degnan (Sportsman Micros) | 6th | - | - | 3rd |
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| 6/19/2021 | Escanaba Speedway - Escanaba, MI UPIR Weekly Points Race Winged Outlaw, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Drake Degnan (Sportsman Micros) | 5th | - | - | 2nd |
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| 7/2/2021 | Escanaba Speedway - Escanaba, MI Sayklly's Candies Salute to Veterans Night! Winged Outlaw, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Drake Degnan (Sportsman Micros) | 2nd | - | - | 1st |
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| 7/10/2021 | Escanaba Speedway - Escanaba, MI UPIR Weekly Points Race Winged Outlaw, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Drake Degnan (Sportsman Micros) | 2nd | - | - | 2nd |
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| 7/17/2021 | Escanaba Speedway - Escanaba, MI BOB IVERSON MEMORIAL Race Winged Outlaw, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Drake Degnan (Vintage Full Body Stock Cars) | 6th | - | - | DNS | | Drake Degnan (Sportsman Micros) | 5th | - | - | 3rd |
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| 7/24/2021 | Escanaba Speedway - Escanaba, MI UPIR Weekly Points Race Winged Outlaw, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Drake Degnan (Vintage Full Body Stock Cars) | 7th | - | - | 5th | | Drake Degnan (Sportsman Micros) | 1st | - | - | 7th (DNF) |
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| 7/31/2021 | Escanaba Speedway - Escanaba, MI 2nd Annual Christian Groleau Memorial Race Winged Outlaw, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Drake Degnan (Vintage Full Body Stock Cars) | 2nd | - | - | - | | Drake Degnan (Sportsman Micros) | 6th (DNF) | - | - | - |
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| 8/22/2021 | Escanaba Speedway - Escanaba, MI 2021 UP STATE FAIR RACE Winged Outlaw, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Drake Degnan (Vintage Full Body Stock Cars) | 5th | - | - | 6th | | Drake Degnan (Sportsman Micros) | 3rd | - | - | 4th |
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| 8/28/2021 | Escanaba Speedway - Escanaba, MI 2021 UPIR CHAMPIONSHIP NIGHT Winged Outlaw, B Modifieds, Street Stocks, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Sportsman Micros, Sport Compact | Results | | Drake Degnan (Vintage Full Body Stock Cars) | 6th | - | - | 3rd | | Drake Degnan (Sportsman Micros) | 3rd | - | - | 1st |
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| 9/17/2021 | Escanaba Speedway - Escanaba, MI 2021 Yooper Fall Classic Winged Outlaw, B Modifieds, Street Stocks, Non-Winged Sprints, Vintage Full Body Stock Cars, Vintage Modifieds, Generic 1, Sportsman Micros, Sport Compact, IMCA Modified | Results | | Drake Degnan (Vintage Full Body Stock Cars) | 5th (DNF) | - | - | - |
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| 9/18/2021 | Escanaba Speedway - Escanaba, MI 2021 Yooper Fall Classic Winged Outlaw, B Modifieds, Street Stocks, Non-Winged Sprints, Vintage Full Body Stock Cars, Vintage Modifieds, Junior Sprints, Generic 1, Sportsman Micros, Sport Compact, IMCA Modified | Results | | Drake Degnan (Vintage Full Body Stock Cars) | - | - | - | 3rd |
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