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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 | | Ray Roe (Street Stocks) | 6th | - | 2nd | 14th |
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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 | | Ray Roe (Street Stocks) | 3rd | - | - | 9th |
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| 5/21/2021 | Outagamie Speedway - Seymour, WI Night #3 Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Rain Out |
| 6/4/2021 | Outagamie Speedway - Seymour, WI Old Glory Honor Flight Night at the Races/Police, Fire & EMS Night at the Races Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ray Roe (Street Stocks) | 1st | - | - | 10th |
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| 6/11/2021 | Outagamie Speedway - Seymour, WI Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ray Roe (Street Stocks) | 1st | - | - | 5th |
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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 | | Ray Roe (Sportsmans) | 6th | - | 8th | 21st |
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| 6/18/2021 | Outagamie Speedway - Seymour, WI MSA Sprints join the program 360 Sprints - Winged: Midwest Sprint Car Association Street Stocks, IMCA Modified, IMCA Stock Car, IMCA Sport Compact | Results | | Ray Roe (Street Stocks) | 4th | - | - | 9th |
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| 6/25/2021 | Outagamie Speedway - Seymour, WI 5 Divisions of FRIDAY NIGHT THUNDER Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ray Roe (Street Stocks) | 5th | - | - | 9th |
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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 | | Ray Roe (Street Stocks) | 3rd | - | - | 8th |
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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 | | Ray Roe (Street Stocks) | 2nd | - | - | 13th |
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| 7/16/2021 | Outagamie Speedway - Seymour, WI 5 Divisions Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ray Roe (Street Stocks) | 5th | - | - | 11th |
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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 | | Ray Roe (Street Stocks) | 5th | - | - | 11th |
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| 8/6/2021 | Outagamie Speedway - Seymour, WI FIVE TO THE CROWN Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ray Roe (Street Stocks) | 3rd | - | - | 8th |
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| 8/29/2021 | Luxy Raceway - Luxemburg, WI Championship Night Street Stocks, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Ray Roe (Street Stocks) | 5th | - | - | 16th |
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| 9/24/2021 | 141 Speedway - Maribel, WI 12th Annual Treek Strong Creek Classic / "Blue" Race $1,000.00 to Win IMCA Modifieds Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Ray Roe (Sportsmans) | 2nd | - | - | 24th |
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| 9/25/2021 | 141 Speedway - Maribel, WI 12th Annual Treek Strong Creek Classic Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Ray Roe (Sportsmans) | 2nd | - | - | 10th |
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| 10/2/2021 | Luxy Raceway - Luxemburg, WI The Return of the Fall Classic in the 'Burg Street Stocks, Baby Grand, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Ray Roe (Street Stocks) | 3rd | - | - | 8th |
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