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| 5/7/2021 | Black Hills Speedway - Rapid City, SD Opening Night $ Month of Money $ Series Begins 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | 1st | - | - | 3rd |
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| 5/14/2021 | Black Hills Speedway - Rapid City, SD $ Month of Money $ Series 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | 2nd | - | - | 2nd |
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| 5/28/2021 | Black Hills Speedway - Rapid City, SD $ Month of Money $ Series 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | 2nd | - | - | 1st |
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| 6/4/2021 | Black Hills Speedway - Rapid City, SD PACK THE STANDS! $ Month Of Money $ Series Finale 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | 3rd | - | - | 3rd |
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| 6/11/2021 | Black Hills Speedway - Rapid City, SD ASCS Elite North - Non-Wing Sprint Car Tour 360 Sprints - Winged, Non-Winged Sprints, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | 2nd | - | - | 8th | | Mike Pennel (Non-Winged Sprints) | 2nd | - | - | 8th |
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| 7/2/2021 | Black Hills Speedway - Rapid City, SD FIREWORKS Special! 360 Sprint Cars, Wissota Street Stock, IMCA Hobby Stock, Wissota Mod 4 Specials 360 Sprints - Winged, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | 2nd | - | - | 10th (DNF) |
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| 7/9/2021 | Black Hills Speedway - Rapid City, SD WISSOTA Midwest Mod Border Clash 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | 2nd | - | - | 2nd |
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| 7/23/2021 | Black Hills Speedway - Rapid City, SD High Plains Late Model Tour 360 Sprints - Winged, Dirt Super Late Models, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | 2nd | - | - | 2nd |
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| 7/30/2021 | Black Hills Speedway - Rapid City, SD Regular Race 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | 1st | - | - | 2nd |
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| 8/20/2021 | Black Hills Speedway - Rapid City, SD Points Championship Night WISSOTA R.O.C 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | DNS | - | - | 2nd |
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| 8/29/2021 | Black Hills Speedway - Rapid City, SD 410 Sprints - Winged: World of Outlaws IMCA Hobby Stock, WISSOTA Street Stock | Results | | Mike Pennel (410 Sprints - Winged) | 9th | - | - | 17th |
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| 9/10/2021 | Black Hills Speedway - Rapid City, SD South Dakota Lottery Half-Mile Nationals 360 Sprints - Winged, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Mike Pennel (360 Sprints - Winged) | 3rd | - | - | 2nd |
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