| | Heat | Dash | B Feature | A Feature |
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| 2/13/2020 | East Bay Raceway Park - Tampa, FL King of the 360's 360 Sprints - Winged | Results | | Phil Gressman (360 Sprints - Winged) | 9th | - | 15th | - |
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| 2/15/2020 | East Bay Raceway Park - Tampa, FL King of the 360's 360 Sprints - Winged | Results | | Phil Gressman (360 Sprints - Winged) | 7th | - | 12th | - |
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| 6/12/2020 | I-96 Speedway - Lake Odessa, MI Lane Open Wheel Showdown Presented By MPD Racing, Ti22 Performance, and Allstar Performance 360 Sprints - Winged: GLSS-Great Lakes Super Sprints B Modifieds, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Phil Gressman (360 Sprints - Winged) | 3rd | - | - | 12th |
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| 6/27/2020 | Crystal Motor Speedway - Crystal, MI Winged Sprints Invade Crystal 360 Sprints - Winged: GLSS-Great Lakes Super Sprints Hobby Stocks, A Modifieds, Dirt Late Models, Junior 1 Lites Dirt Karts, Dirt Pro Trucks, Mini Wedge, Sport Compact | Results | | Phil Gressman (360 Sprints - Winged) | 2nd | - | - | 6th |
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| 7/2/2020 | Tri-City Motor Speedway - Auburn, MI Independence Celebration 360 Sprints - Winged: GLSS-Great Lakes Super Sprints Lightning Sprints: Great Lakes Lightning Sprints Factory Stocks, A Modifieds | Results | | Phil Gressman (360 Sprints - Winged) | 2nd | - | - | 6th |
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| 7/18/2020 | Butler Speedway - Quincy, MI 360 Wing NIght 360 Sprints - Winged: GLSS-Great Lakes Super Sprints | Results | | Phil Gressman (360 Sprints - Winged) | 1st | - | - | 2nd |
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| 7/24/2020 | I-96 Speedway - Lake Odessa, MI Great Lakes Super Sprints 360 Sprints - Winged: GLSS-Great Lakes Super Sprints 410 Sprints - Non-Winged: Great Lakes Traditional Sprints B Modifieds, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Phil Gressman (360 Sprints - Winged) | 2nd | - | - | 11th |
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| 7/25/2020 | Thunderbird Raceway - Muskegon, MI Winged Sprints Invade Thunderbird 360 Sprints - Winged: GLSS-Great Lakes Super Sprints Factory Stocks, Stock Cars, A Modifieds, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Phil Gressman (360 Sprints - Winged) | 3rd | - | - | 6th |
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| 8/7/2020 | Tri-City Motor Speedway - Auburn, MI Open Wheel Night 360 Sprints - Winged: GLSS-Great Lakes Super Sprints 410 Sprints - Non-Winged: Great Lakes Traditional Sprints Lightning Sprints: Great Lakes Lightning Sprints A Modifieds | Results | | Phil Gressman (360 Sprints - Winged) | 3rd | - | - | 11th |
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| 8/15/2020 | Merritt Speedway - Merritt, MI Wings Night at Merritt 360 Sprints - Winged: GLSS-Great Lakes Super Sprints Factory Stocks, Stock Cars, Sportsmans, B Modifieds, Generic 1, Mini Wedge | Results | | Phil Gressman (360 Sprints - Winged) | 3rd | - | - | 6th |
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| 8/21/2020 | I-96 Speedway - Lake Odessa, MI All Star Circuit Of Champions 360 Sprints - Winged: GLSS-Great Lakes Super Sprints B Modifieds, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Phil Gressman (360 Sprints - Winged) | 2nd | - | - | 18th |
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| 9/4/2020 | I-75 Raceway - Sweetwater, TN USCS Fast Friday Sprint Car Speed Spectacular 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class | Results | | Phil Gressman (360 Sprints - Winged) | 5th | - | - | 5th |
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| 9/5/2020 | ECM Speedway - Bremen, AL USCS Saturday Night Shootout - Labor Day Weekend Special Event 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class | Results | | Phil Gressman (360 Sprints - Winged) | 6th | - | 1st | 12th |
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| 9/6/2020 | Talladega Short Track - Eastaboga, AL USCS Sunday of Speed at the Hornet's Nest 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models, Winged A-Class, Dirt Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Phil Gressman (360 Sprints - Winged) | 5th | - | - | 9th |
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| 9/19/2020 | Hartford Speedway - Hartford, MI GLSS LANDS IN HARTFORD 360 Sprints - Winged: GLSS-Great Lakes Super Sprints | Results | | Phil Gressman (360 Sprints - Winged) | 1st | - | - | 5th |
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| 9/26/2020 | I-96 Speedway - Lake Odessa, MI Last Race At I-96 Speedway For 2020 360 Sprints - Winged: GLSS-Great Lakes Super Sprints Sportsmans, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Phil Gressman (360 Sprints - Winged) | 3rd | - | - | 3rd |
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