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| 5/8/2020 | Park Jefferson International Speedway - Jefferson, SD SPRING NATIONALS PRESENTED BY RICKY LEMMEN MOTORSPORTS Hobby Stocks, Stock Cars, B Modifieds, Hornets, IMCA Modified | Results | | Skyler Woods (B Modifieds) | 6th | - | 1st | 12th |
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| 5/9/2020 | Park Jefferson International Speedway - Jefferson, SD SPRING NATIONALS PRESENTED BY RICKY LEMMEN MOTORSPORTS 305 Sprints - Winged, Hobby Stocks, Stock Cars, B Modifieds, IMCA Modified | Results | | Skyler Woods (B Modifieds) | 4th | - | - | 8th |
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| 5/30/2020 | Beaver Dam Raceway - Beaver Dam, WI Five Division Night Pro Legends: Midwest Legends Dirt Series Sportsmans, A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends | Results | | Skyler Woods (B Modifieds) | 3rd | - | - | 8th |
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| 6/6/2020 | 141 Speedway - Maribel, WI 141 Racing Experience IMCA Speedway Motors Weekly Season Points Opener Bank First Kids Coin Drop Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Skyler Woods (IMCA Northern SportMod) | 1st | - | - | 3rd |
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| 6/12/2020 | Outagamie Speedway - Seymour, WI Outagamie Speedway presents Fire, Police, & EMS Night Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Skyler Woods (IMCA Northern SportMod) | 5th | - | 4th | 10th |
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| 6/13/2020 | Beaver Dam Raceway - Beaver Dam, WI Five Division Night Pro Legends: Midwest Legends Dirt Series A Modifieds, B Modifieds, Street Stocks, Semi-Pro Legends | Results | | Skyler Woods (B Modifieds) | 3rd | - | - | 4th |
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| 6/17/2020 | 141 Speedway - Maribel, WI Clash at the Creek XII IMCA Modified Qualifying IMCA Stock Cars and SportMods $1,000.00 to Win IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Skyler Woods (IMCA Northern SportMod) | 1st | - | - | 4th |
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| 6/18/2020 | 141 Speedway - Maribel, WI Clash at the Creek XII IMCA Modified $10,000.00 to Win IMCA Stock Cars & SportMods $1,000.00 to Win IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Skyler Woods (IMCA Northern SportMod) | 9th | - | 3rd | - |
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| 6/27/2020 | Beaver Dam Raceway - Beaver Dam, WI MSA night B Modifieds, Street Stocks, Semi-Pro Legends, Pro Legends | Results | | Skyler Woods (B Modifieds) | 1st | - | - | 4th |
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| 7/17/2020 | Outagamie Speedway - Seymour, WI Hagar Nelson Memorial featuring the MSA 360 Sprints 360 Sprints - Winged, Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Sport Compact | Results | | Skyler Woods (IMCA Northern SportMod) | 6th | - | 3rd | - |
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| 7/23/2020 | 141 Speedway - Maribel, WI King of the Creek $5,000.00 to Win IMCA Stock Car $500.00 to Win IMCA SportMods and Street Stocks Sportsmans, IMCA Northern SportMod, IMCA Stock Car | Results | | Skyler Woods (IMCA Northern SportMod) | 4th | - | - | 15th |
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| 7/31/2020 | Outagamie Speedway - Seymour, WI Back to School Night at the Races Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Skyler Woods (IMCA Northern SportMod) | 3rd | - | - | 6th |
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| 8/7/2020 | Outagamie Speedway - Seymour, WI Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Skyler Woods (IMCA Northern SportMod) | 1st | - | - | 1st |
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| 8/9/2020 | Luxy Raceway - Luxemburg, WI Back to School night Street Stocks, Vintage Modifieds, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Skyler Woods (IMCA Northern SportMod) | 5th | - | - | 8th |
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| 8/14/2020 | Outagamie Speedway - Seymour, WI Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Skyler Woods (IMCA Northern SportMod) | 3rd | - | - | 5th |
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| 8/19/2020 | 141 Speedway - Maribel, WI Captain of the Creek $5,000.00 to Win IMCA SportMod Qualifying Sport Compact, IMCA Modified, IMCA Northern SportMod | Results | | Skyler Woods (IMCA Northern SportMod) | 11th | - | - | 55th |
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| 8/20/2020 | 141 Speedway - Maribel, WI Captain of the Creek $5,000.00 to Win IMCA SportMod Sportsmans, IMCA Northern SportMod, IMCA Stock Car | Results | | Skyler Woods (IMCA Northern SportMod) | 4th | - | 6th | - |
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| 8/21/2020 | Outagamie Speedway - Seymour, WI Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Skyler Woods (IMCA Northern SportMod) | 5th | - | 1st | 13th |
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| 8/29/2020 | 141 Speedway - Maribel, WI Grandrud Chevrolet 141 Racing Experience IMCA Speedway Motors Weekly Racing Series Championships Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Skyler Woods (IMCA Northern SportMod) | 4th | - | - | 6th |
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| 9/11/2020 | Outagamie Speedway - Seymour, WI 410 Sprints - Winged: IRA Interstate Racing Association Baby Grand, IMCA Northern SportMod | Results | | Skyler Woods (IMCA Northern SportMod) | 8th | - | 3rd | 9th |
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| 9/19/2020 | Outagamie Speedway - Seymour, WI 2020 OUTAGAMIE SPEEDWAY FALL BRAWL Street Stocks, Dirt Late Models, Baby Grand, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Skyler Woods (IMCA Northern SportMod) | 1st | - | - | 18th (DNF) |
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| 9/25/2020 | 141 Speedway - Maribel, WI 11th Annual Creek Classic "Blue Race" $1,000.00 to Win IMCA Modified Feature Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Skyler Woods (IMCA Northern SportMod) | 4th | - | 2nd | 16th |
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| 9/26/2020 | 141 Speedway - Maribel, WI 11th Annual Creek Classic Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Skyler Woods (IMCA Northern SportMod) | 5th | - | 2nd | 13th |
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