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| 4/29/2023 | Black Hills Speedway - Rapid City, SD 2023 Season Test and Tune 360 Sprints - Winged, Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, WISSOTA Mod Four | Results | | Jake Dimond (A Modifieds) | - | - | - | - |
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| 5/5/2023 | Black Hills Speedway - Rapid City, SD Blake's Trailer Sales Opening Night - Month of Money Series Begins 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 2nd | - | - | 2nd |
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| 5/6/2023 | Gillette Thunder Speedway - Gillette, WY 2023 TORC Energy Services Opening Night - Month of Money Series Starts Dirt Super Late Models, Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Dimond (IMCA Modified) | 5th | - | - | 5th |
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| 5/19/2023 | Black Hills Speedway - Rapid City, SD Month of Money Series Night 3 IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 3rd | - | - | 3rd |
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| 5/20/2023 | Gillette Thunder Speedway - Gillette, WY Month of Money Series Night 3 Dirt Super Late Models, Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Dimond (IMCA Modified) | 2nd | - | - | 2nd |
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| 5/26/2023 | Black Hills Speedway - Rapid City, SD Month of Money Series Night 4 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 5th | - | - | 5th |
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| 5/27/2023 | Gillette Thunder Speedway - Gillette, WY Month of Money Series Night 4 Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Dimond (IMCA Modified) | 2nd | - | - | 11th (DNF) |
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| 6/3/2023 | Gillette Thunder Speedway - Gillette, WY Pack The Stands - Free Spectator Entry - Month of Money Series Finale Weekend Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Dimond (IMCA Modified) | 5th | - | - | 6th |
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| 7/1/2023 | Gillette Thunder Speedway - Gillette, WY Dirt Super Late Models: High Plains Late Models Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Dimond (IMCA Modified) | 1st | - | - | 6th |
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| 7/2/2023 | Black Hills Speedway - Rapid City, SD FIREWORKS SPECIAL!! - High Plains Late Model Tour + $1,000 to win IMCA Hobby Stock + Mod 4 tour Dirt Super Late Models: High Plains Late Models IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 6th | - | - | 3rd |
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| 7/7/2023 | Black Hills Speedway - Rapid City, SD Pack The Stands - Free Spectator Entry 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 3rd | - | - | 7th |
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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 | | Jake Dimond (IMCA Modified) | 4th (DNF) | - | - | 2nd |
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| 7/14/2023 | Black Hills Speedway - Rapid City, SD IMCA Modified .38 Special 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 2nd | - | - | 8th |
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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 | | Jake Dimond (IMCA Modified) | 3rd | - | - | 6th |
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| 7/21/2023 | Black Hills Speedway - Rapid City, SD 360 Sprints - Winged: ASCS Northern Plains Region IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 2nd | - | - | 5th (DNF) |
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| 7/22/2023 | Black Hills Speedway - Rapid City, SD 360 Sprints - Winged: ASCS Northern Plains Region IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 4th | - | - | 2nd |
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| 8/11/2023 | Black Hills Speedway - Rapid City, SD Wissota Mod 4 Black Jack Special 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 4th | - | - | 2nd |
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| 8/25/2023 | Black Hills Speedway - Rapid City, SD 6th Annual South Dakota Lottery Half Mile Nationals + 3rd Annual Dillon Heinzerling Memorial Event 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 1st | - | - | 3rd |
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| 8/26/2023 | Black Hills Speedway - Rapid City, SD 6th Annual South Dakota Lottery Half Mile Nationals 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Dimond (IMCA Modified) | 1st | - | - | 8th (DNF) |
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