| | Heat | Dash | B Feature | A Feature |
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| 7/2/2021 | Emo Speedway - Emo, ON Season Opener! Street Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 2nd |
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| 7/3/2021 | Emo Speedway - Emo, ON Season Opener! Street Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 2nd |
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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 | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 2nd |
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| 7/17/2021 | Emo Speedway - Emo, ON Saturday Night Racing Action! ROC Qualifier Street Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 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 | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 1st |
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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 | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 17th (DNF) |
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| 8/14/2021 | Emo Speedway - Emo, ON Saturday Night Racing Action! Street Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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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 | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 4th |
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| 8/20/2021 | Emo Speedway - Emo, ON Rea Memorial, Night 1! Street Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 1st |
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| 8/21/2021 | Emo Speedway - Emo, ON Rea Memorial, Night 2! Street Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 4th |
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| 9/9/2021 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #1 305 Sprints - Non-Winged, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | David Simpson (WISSOTA Midwest Mods) | 1st | - | - | 6th |
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| 9/10/2021 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #2 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | David Simpson (WISSOTA Midwest Mods) | 2nd | - | - | 14th |
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| 9/11/2021 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #3 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | David Simpson (WISSOTA Midwest Mods) | 4th | - | 2nd | 25th (DNF) |
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