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| 6/8/2019 | Miller Central Speedway - Miller, SD Reg Show- All Classes Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Hartland (WISSOTA Street Stock) | 4th | - | - | 6th |
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| 6/29/2019 | Miller Central Speedway - Miller, SD Regular Race- All Classes Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Hartland (WISSOTA Street Stock) | 6th | - | - | 4th |
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| 7/12/2019 | Black Hills Speedway - Rapid City, SD WISSOTA Midwest Mod Special $1,000 to win 305 Sprints - Winged, Hobby Stocks, A Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Richard Hartland (WISSOTA Street Stock) | 4th | - | - | 3rd |
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| 7/13/2019 | Miller Central Speedway - Miller, SD All Classes (Rain out date for ROC Race) Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Hartland (WISSOTA Street Stock) | 5th | - | - | 10th |
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| 7/27/2019 | Miller Central Speedway - Miller, SD Tri-State Late Model Series Dirt Late Models: Tri-State Late Models A Modifieds, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Hartland (WISSOTA Street Stock) | 4th | - | - | 6th |
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| 8/3/2019 | Miller Central Speedway - Miller, SD Sponsored by Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Hartland (WISSOTA Street Stock) | 6th | - | - | 14th |
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| 8/17/2019 | Miller Central Speedway - Miller, SD Season Championship Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Rain Out |
| 8/23/2019 | Wagner Speedway - Wagner, SD Dirt Late Models: Tri-State Late Models Hobby Stocks, B Modifieds, Super Stocks | Results | | Richard Hartland (Hobby Stocks) | 3rd | - | - | 4th |
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| 8/24/2019 | Miller Central Speedway - Miller, SD 5th Annual "Big Dog Race" Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Hartland (WISSOTA Street Stock) | 6th | - | - | 11th |
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