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| 7/4/2021 | Lake of the Woods Speedway - Kenora, ON Season Opener Extravaganza with WISSOTA Modifieds! Asphalt 4-Cylinders, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 3rd | - | - | 3rd |
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| 7/22/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 1st | - | - | 4th |
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| 7/29/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 2nd | - | - | 2nd |
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| 7/31/2021 | Lake of the Woods Speedway - Kenora, ON Dinner Jacket Classic Series Day #1 Asphalt 4-Cylinders, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 1st | - | - | 3rd |
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| 8/1/2021 | Lake of the Woods Speedway - Kenora, ON Dinner Jacket Classic Series Day #2 Asphalt 4-Cylinders, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 1st | - | - | 11th |
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| 8/5/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 3rd | - | - | 3rd |
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| 8/7/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 6th | - | - | 5th |
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| 8/12/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 4th | - | - | 4th |
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| 8/19/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 3rd | - | - | 6th |
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| 8/26/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 2nd | - | - | 3rd |
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| 9/3/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 2nd | - | - | 4th |
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| 9/4/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 4th | - | - | 4th |
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| 9/9/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 3rd | - | - | 3rd |
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| 9/12/2021 | Lake of the Woods Speedway - Kenora, ON Season Finale! With WISSOTA Modifieds! Racing 4:15pm Asphalt 4-Cylinders, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 1st | - | - | 1st |
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| 9/25/2021 | Victory Lane Speedway - Winnipeg, MB Race Super Truck, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Rick Delaine (WISSOTA Modifieds) | 2nd | - | - | 9th |
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