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| 6/17/2023 | Gillette Thunder Speedway - Gillette, WY GTS Race Night Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 4th | - | - | 13th |
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| 7/1/2023 | Gillette Thunder Speedway - Gillette, WY Dirt Super Late Models: United Rebel Late Model Series Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 6th | - | - | 10th |
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| 7/8/2023 | Gillette Thunder Speedway - Gillette, WY Wissota Midwest Mod Border Clash Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 4th | - | - | 14th |
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| 7/15/2023 | Gillette Thunder Speedway - Gillette, WY $1,000 to win IMCA Modified .38 Special + $1,000 to win Wissota Midwest Modified Border Clash Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 1st | - | - | 8th |
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| 7/21/2023 | Casper Speedway - Casper, WY Dirt Super Late Models: United Rebel Late Model Series Vintage Modifieds, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 2nd | - | - | 4th |
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| 7/22/2023 | Casper Speedway - Casper, WY Dirt Super Late Models: United Rebel Late Model Series IMCA Modified, IMCA Hobby Stock, IMCA Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 2nd | - | - | 3rd |
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| 7/23/2023 | Sheridan Speedway - Sheridan, WY High Plains Late Model Series Dirt Super Late Models: United Rebel Late Model Series Quarter Midgets, Junior Honda, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Matthew Drake (WISSOTA Midwest Mods) | 4th | - | - | 5th |
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| 7/29/2023 | Gillette Thunder Speedway - Gillette, WY 360 Sprints - Winged: ASCS Northern Plains Region Sport Compact, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 3rd | - | - | 2nd |
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| 8/18/2023 | Casper Speedway - Casper, WY Championship Night Vintage Modifieds, Dwarf, IMCA Modified, IMCA Hobby Stock, IMCA Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 5th | - | - | 2nd |
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| 8/19/2023 | Gillette Thunder Speedway - Gillette, WY 2023 Season Points Championship, Wissota Mod 4 Special and Sprint Cars 360 Sprints - Winged, Dirt Super Late Models, Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 1st | - | - | 4th |
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| 9/1/2023 | Gillette Thunder Speedway - Gillette, WY Dirt Super Late Models: United Rebel Late Model Series Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 3rd | - | - | 7th |
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| 9/2/2023 | Gillette Thunder Speedway - Gillette, WY Dirt Super Late Models: United Rebel Late Model Series Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 3rd | - | - | 6th |
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| 9/3/2023 | Gillette Thunder Speedway - Gillette, WY Dirt Super Late Models: United Rebel Late Model Series Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Matthew Drake (WISSOTA Midwest Mods) | 4th | - | - | 12th |
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