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| 4/17/2021 | 141 Speedway - Maribel, WI 141 Championship Cup Opener Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 7th | - | 3rd | 8th |
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| 5/1/2021 | 141 Speedway - Maribel, WI Salute to Armed Forces / 141 Championship Cup Race #3 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 7th | - | 2nd | 3rd |
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| 5/7/2021 | Outagamie Speedway - Seymour, WI 2021 Season Opener by Klink Equipment Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Tim Sheppard (IMCA Northern SportMod) | 7th | - | 4th | 23rd |
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| 5/8/2021 | 141 Speedway - Maribel, WI Mother's Day / "Red" Race $1,000.00 to Win Red IMCA Modified / 141 Championship Cup Race #4 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 4th | - | - | 11th |
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| 5/14/2021 | Outagamie Speedway - Seymour, WI Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Tim Sheppard (IMCA Northern SportMod) | 2nd | - | - | 4th |
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| 5/15/2021 | 141 Speedway - Maribel, WI 141 Championship Cup Race #5 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 7th | - | 4th | 8th |
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| 5/22/2021 | 141 Speedway - Maribel, WI 141 Championship Cup Race #6 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 5th | - | 3rd | 15th |
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| 5/29/2021 | 141 Speedway - Maribel, WI Nathan Bouche Memorial / $1,000.00 to Win Stock Cars Triple Creek Series / 141 Championship Cup #7 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 1st | - | - | 22nd |
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| 6/5/2021 | 141 Speedway - Maribel, WI Bank First Coin Drop / 141 Championship Cup Race #8 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 4th | - | - | 9th |
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| 6/12/2021 | 141 Speedway - Maribel, WI Prestige Custom Cabinetry "White" Race $1,000.00 to Win IMCA Modifieds / 141 Championship Cup #9 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 8th | - | 4th | 17th |
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| 6/16/2021 | 141 Speedway - Maribel, WI Clash at the Creek XIII $10,000.00 to Win IMCA Modifieds IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 5th | - | 1st | 12th |
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| 6/17/2021 | 141 Speedway - Maribel, WI Clash at The Creek XIII $10,000.00 to Win IMCA Modifieds IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 4th | - | - | 18th |
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| 7/2/2021 | Outagamie Speedway - Seymour, WI SPEED & FIREWORKS on Independence Day Weekend at Outagamie Speedway Street Stocks, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Tim Sheppard (IMCA Northern SportMod) | 2nd | - | - | 1st |
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| 7/9/2021 | Outagamie Speedway - Seymour, WI Full FIVE division show Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Tim Sheppard (IMCA Northern SportMod) | 6th | - | 2nd | 20th (DNF) |
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| 7/10/2021 | 141 Speedway - Maribel, WI Christmas in July St Jude's Fundraiser / Triple Creek Stock Cars $1,000.00 to Win / 141 CC #11 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 5th | - | - | 8th |
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| 7/17/2021 | 141 Speedway - Maribel, WI Pepsi Fan Appreciation Free Corn Feed / 141 Championship Cup Race #12 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 5th | - | 1st | 16th |
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| 7/22/2021 | 141 Speedway - Maribel, WI King of the Creek IV $10,000.00 to Win IMCA Stock Cars Stock Cars, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 8th | - | - | 7th |
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| 7/23/2021 | Outagamie Speedway - Seymour, WI Fair Race 410 Sprints - Winged: IRA Interstate Racing Association IMCA Northern SportMod, IMCA Sport Compact | Results | | Tim Sheppard (IMCA Northern SportMod) | 2nd | - | - | 2nd |
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| 7/30/2021 | Outagamie Speedway - Seymour, WI Racing History joins EWSC at Outagamie Speedway Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Tim Sheppard (IMCA Northern SportMod) | 6th | - | 1st | 9th |
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| 8/3/2021 | Deer Creek Speedway - Spring Valley, MN 2021 IMCA Harris Clash IMCA Modified, IMCA Northern SportMod | Results | | Tim Sheppard (IMCA Northern SportMod) | 8th | - | 10th | - |
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| 8/14/2021 | 141 Speedway - Maribel, WI Mechanics Races / Triple Creek Series $1,000.00 to Win Stock Cars / CC #14 Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 6th | - | 1st | 9th |
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| 8/18/2021 | 141 Speedway - Maribel, WI Captain of the Creek III $10,000.00 to Win IMCA Northern SportMods - Qualifying Sport Compact, IMCA Modified, IMCA Northern SportMod | Results | | Tim Sheppard (IMCA Northern SportMod) | 8th | - | - | 37th |
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| 8/19/2021 | 141 Speedway - Maribel, WI Captain of the Creek III $10,000.00 to Win IMCA Northern SportMods Stock Cars, IMCA Northern SportMod, IMCA Stock Car | Results | | Tim Sheppard (IMCA Northern SportMod) | 5th | - | 8th | - |
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| 9/10/2021 | Outagamie Speedway - Seymour, WI 410 Sprints - Winged: IRA Interstate Racing Association Baby Grand, IMCA Northern SportMod | Results | | Tim Sheppard (IMCA Northern SportMod) | 5th | - | 1st | 9th |
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| 9/18/2021 | Outagamie Speedway - Seymour, WI 2021 FALL BRAWL presented by KLINK EQUIPMENT Street Stocks, Dirt Late Models, Baby Grand, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Tim Sheppard (IMCA Northern SportMod) | 5th | - | 1st | 11th |
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