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| 4/16/2021 | Cedar Lake Speedway - New Richmond, WI Legendary Opener Day 2 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models | Results | | Shawn Grabinger (Street Stocks) | - | - | - | - | | Shawn Grabinger (Pony Stock) | - | - | - | 6th |
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| 4/17/2021 | Cedar Lake Speedway - New Richmond, WI Legendary Open Day 3 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models | Results | | Shawn Grabinger (Pony Stock) | - | - | - | 8th |
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| 5/7/2021 | Chateau Speedway - Lansing, MN Season Opener Regular Friday Night Racing USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Shawn Grabinger (WISSOTA Hornet) | 4th | - | - | 15th (DNF) |
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| 5/29/2021 | Cedar Lake Speedway - New Richmond, WI Pack The Track Night / Cook Memorial Winged A-Class, Pony Stock, Super Stocks, USRA Late Models | Results | | Shawn Grabinger (Pony Stock) | 8th | - | - | 11th |
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| 7/2/2021 | Fairmont Raceway - Fairmont, MN July 4th Weekend Special - Fireworks After the Races Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Shawn Grabinger (Sport Compact) | 7th | - | - | 8th |
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| 7/30/2021 | Hawkeye Downs Speedway - Cedar Rapids, IA Weekly Friday Night Racing - COPS Night Hobby Stocks, Sportsmans, Masters Legends, Hornets, Asphalt Sport Mods | Results | | Shawn Grabinger (Hornets) | 2nd | - | - | 7th |
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| 9/16/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 1 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models, WISSOTA Midwest Mods | Results | | Shawn Grabinger (Pony Stock) | - | - | - | 21st (DNF) |
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| 9/17/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 2 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models, WISSOTA Midwest Mods | Results | | Shawn Grabinger (Pony Stock) | - | - | - | 25th (DNF) |
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| 9/18/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 3 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Late Models, WISSOTA Midwest Mods | Results | | Shawn Grabinger (Pony Stock) | - | - | 2nd | 8th |
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| 10/9/2021 | LaCrosse Fair Speedway - West Salem, WI Oktoberfest Race Weekend DIRTcar Late Models, Asphalt Pro Trucks, Pro Late Model, Sport Compact | Results | | Shawn Grabinger (Sport Compact) | 2nd | - | 1st | - |
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