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| 5/16/2020 | Boone Speedway - Boone, IA Season Opener 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Josh Gilman (IMCA Modified) | 4th | - | - | 17th |
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| 5/20/2020 | Stuart Speedway - Stuart, IA Stuart Season Opener Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Modified | Results | | Josh Gilman (A Modifieds) | 7th | - | 3rd | 15th |
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| 6/3/2020 | Stuart Speedway - Stuart, IA Dirt Duel Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Josh Gilman (A Modifieds) | 7th | - | 6th | - |
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| 6/10/2020 | Stuart Speedway - Stuart, IA SLMR Late Models Dirt Super Late Models: SLMR Late Model Series Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, IMCA Modified | Results | | Josh Gilman (A Modifieds) | 1st | - | - | 4th |
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| 6/16/2020 | Stuart Speedway - Stuart, IA USMTS Modifieds A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Josh Gilman (A Modifieds) | 7th | - | - | 21st |
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| 6/24/2020 | Stuart Speedway - Stuart, IA 2nd Annual Jake Durbin Memorial Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Modified | Results | | Josh Gilman (A Modifieds) | 4th | - | - | 8th |
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| 7/2/2020 | Stuart Speedway - Stuart, IA 21st Annual Ron Little Memorial IMCA Modified: Midwest Madness Tour Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Josh Gilman (A Modifieds) | 3rd | - | 1st | 17th |
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| 7/10/2020 | Marshalltown Speedway - Marshalltown, IA Williamson Repair Night at the Races Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Josh Gilman (IMCA Modified) | 1st | - | - | 8th |
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| 7/11/2020 | Boone Speedway - Boone, IA Saturday Night Series #9 - Excel Floor Covering Stock Car King of the Hill Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, Lawn Mower Supermodified, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Rain Out |
| 7/22/2020 | Stuart Speedway - Stuart, IA 9th Annual Clint Walrod Memorial Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dwarf, 600cc Modifieds, Sport Compact, IMCA Modified | Results | | Josh Gilman (A Modifieds) | 2nd | - | - | 6th |
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| 7/25/2020 | Boone Speedway - Boone, IA Saturday Night Series #11 - Hawkeye Challenge 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, Lawn Mower Supermodified, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Josh Gilman (IMCA Modified) | 3rd | - | - | 12th |
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| 7/29/2020 | Stuart Speedway - Stuart, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Modified | Results | | Josh Gilman (A Modifieds) | 4th | - | - | 6th |
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| 8/1/2020 | Boone Speedway - Boone, IA D&E Outside Services Watermelon Classic, P1 Promotions Modified Challenge, P2R 2nd Chance Showdown Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Josh Gilman (IMCA Modified) | 6th | - | 1st | 23rd (DNF) |
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| 8/5/2020 | Stuart Speedway - Stuart, IA Weekly Racing Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Modified | Results | | Josh Gilman (A Modifieds) | 1st | - | - | 10th |
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| 8/19/2020 | Stuart Speedway - Stuart, IA Hall of Fame Induction Night Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Modified | Results | | Josh Gilman (A Modifieds) | 3rd | - | - | 3rd |
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| 8/24/2020 | Stuart Speedway - Stuart, IA XR Free Viewership Monday Night Spotlight & Season Championship Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Modified | Results | | Josh Gilman (A Modifieds) | 8th | - | - | 3rd |
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| 9/9/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s IMCA Modified, IMCA Stock Car | Results | | Josh Gilman (IMCA Modified) | 7th (DNF) | - | - | - |
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| 9/10/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s Midwest Modifieds, Vintage Full Body Stock Cars, IMCA Modified, IMCA Stock Car | Results | | Josh Gilman (Midwest Modifieds) | 8th | - | - | - | | Josh Gilman (IMCA Modified) | 4th | - | 8th | - |
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| 9/11/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s Generic 2, IMCA Modified, IMCA Stock Car | Results | | Josh Gilman (IMCA Modified) | 4th | - | DNS | - |
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| 9/18/2020 | Marshalltown Speedway - Marshalltown, IA 14th Annual World Nationals Presented by Speed Shift TV IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Josh Gilman (IMCA Modified) | 5th | - | 2nd | 13th |
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