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| 6/27/2020 | Dells Raceway Park - Wisconsin Dells, WI Trickle 99-Alive for 5 Race Plus Fireworks Extravaganza ! TT 4:45 Racing 6PM Asphalt Super Late Models, Pro Legends, Asphalt Sport Mods | Results | | Dirk Henry (Pro Legends) | 4th | - | - | 20th |
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| 7/11/2020 | Dells Raceway Park - Wisconsin Dells, WI 608-Graphics Night & All Students $5 TT 4:45 Racing 6PM Asphalt Late Models, Midwest Modifieds, Bandits, Young Guns, Pro Legends | Results | | Dirk Henry (Pro Legends) | - | 3rd | - | 15th |
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| 8/29/2020 | Elko Speedway - Elko, MN NASCAR Asphalt Late Models, Hobby Stocks, Street Stocks, Bandits, Masters Legends, WISSOTA Midwest Mods, Figure 8 - RWD-Stock | Results | | Dirk Henry (Masters Legends) | - | - | - | 8th |
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| 9/12/2020 | Elko Speedway - Elko, MN EVE OF DESTRUCTION Asphalt Late Models, Hobby Stocks, Street Stocks, Bandits, Masters Legends, WISSOTA Midwest Mods | Results | | Dirk Henry (Masters Legends) | - | - | - | 2nd |
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| 9/26/2020 | Elko Speedway - Elko, MN THUNDERSTRUCK Asphalt Late Models, Hobby Stocks, Street Stocks, Bandits, Masters Legends, WISSOTA Midwest Mods | Results | | Dirk Henry (Masters Legends) | - | - | - | 1st |
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| 10/3/2020 | Elko Speedway - Elko, MN EVE OF DESTRUCTION Asphalt Late Models, Hobby Stocks, Street Stocks, Bandits, Masters Legends, WISSOTA Midwest Mods | Results | | Dirk Henry (Masters Legends) | - | - | - | 7th |
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