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| 4/24/2021 | Sheridan Speedway - Sheridan, WY Sponsored by Big Horn Mountain Radio Network Dirt Mini Trucks, Dwarf, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Jake Bosch (IMCA Modified) | 4th | - | - | 6th |
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| 5/1/2021 | Casper Speedway - Casper, WY Season Opener Stock Cars, Vintage Modifieds, Dwarf, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Bosch (IMCA Modified) | 5th | - | - | 4th |
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| 5/7/2021 | Casper Speedway - Casper, WY IMCA Modified Showdown Sponsored by Chuck's Bait Stock Cars, Vintage Modifieds, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Bosch (IMCA Modified) | 5th | - | - | 9th |
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| 5/28/2021 | Dacotah Speedway - Mandan, ND Military Appreciation Night + Mandan Dirt Series Hobby Stocks, Semi-Pro Legends, Pro Legends, IMCA Modified, IMCA Sport Compact, WISSOTA Street Stock | Results | | Jake Bosch (IMCA Modified) | 9th | - | - | 16th |
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| 6/19/2021 | Gillette Thunder Speedway - Gillette, WY WISSOTA Mod 4 Black Jack Special IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model | Results | | Jake Bosch (IMCA Modified) | 3rd | 1st | - | 8th |
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| 6/20/2021 | Sheridan Speedway - Sheridan, WY Sponsored by A-Line Roofing & Exteriors and Ted's Towing 360 Sprints - Winged, Quarter Midgets, Dirt Mini Trucks, Junior Honda, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Bosch (IMCA Modified) | 4th | - | - | 6th |
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| 6/27/2021 | Sheridan Speedway - Sheridan, WY Mountain States Modified Tour - Night 3 - Sponsored by AlphaGraphics IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Bosch (IMCA Modified) | 1st | - | - | 21st (DNF) |
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| 7/3/2021 | Gillette Thunder Speedway - Gillette, WY IMCA Hobby Stock + Wissota Mod 4 Specials IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model | Results | | Jake Bosch (IMCA Modified) | 3rd | - | - | 7th |
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| 7/4/2021 | Casper Speedway - Casper, WY Mike Welch Memorial Mod Four Series Stock Cars, Vintage Modifieds, Dwarf, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Bosch (IMCA Modified) | 5th | - | - | 4th |
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| 7/5/2021 | Casper Speedway - Casper, WY Mike Welch Memorial Mod Four Series Dwarf, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Bosch (IMCA Modified) | 4th | - | - | DNS |
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| 7/23/2021 | Casper Speedway - Casper, WY Stock Cars, Vintage Modifieds, Dwarf, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Bosch (IMCA Modified) | 4th | - | - | 3rd |
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| 7/24/2021 | Gillette Thunder Speedway - Gillette, WY High Plains Late Model Tour Dirt Super Late Models: High Plains Late Models Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Jake Bosch (IMCA Modified) | 4th | - | - | 7th |
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| 7/25/2021 | Sheridan Speedway - Sheridan, WY ASCS Sprint Special - Sponsored by Heartland Kubota 360 Sprints - Winged: ASCS Frontier Region IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Jake Bosch (IMCA Modified) | 1st | - | - | 2nd |
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| 8/22/2021 | Sheridan Speedway - Sheridan, WY CHAMPIONSHIP NIGHT!!!! -- Sponsored by Rocky Mountain Ambulance Quarter Midgets, Dirt Mini Trucks, Junior Honda, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jake Bosch (IMCA Modified) | 3rd | - | - | 3rd |
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| 10/1/2021 | Dacotah Speedway - Mandan, ND Oktoberfest - Night 1 Hobby Stocks, Non-Winged Sprints, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact, WISSOTA Street Stock | Results | | Jake Bosch (IMCA Modified) | 5th | - | - | - |
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| 10/2/2021 | Dacotah Speedway - Mandan, ND Oktoberfest - Night 2 Hobby Stocks, Non-Winged Sprints, Semi-Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact, WISSOTA Street Stock | Results | | Jake Bosch (IMCA Modified) | - | - | - | 17th |
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