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| 5/8/2020 | Sports Park Raceway - Fort Dodge, IA Season Opener: Summit USRA Weekly Racing Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jason Hickingbottom (USRA Modifieds) | 4th | - | - | 11th |
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| 5/9/2020 | Hamilton County Speedway - Webster City, IA Season Opener Dirt Super Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jason Hickingbottom (USRA Modifieds) | 4th | - | - | 12th |
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| 5/15/2020 | Sports Park Raceway - Fort Dodge, IA Summit USRA Weekly Racing Series + Nostalgia Dirt Series Vintage Cars USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jason Hickingbottom (USRA Modifieds) | 8th | - | - | 6th |
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| 5/17/2020 | Mason City Motor Speedway - Mason City, IA Season Opener 600cc Modifieds, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars | Rain Out |
| 5/21/2020 | Hamilton County Speedway - Webster City, IA Thursday Night Thunder USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jason Hickingbottom (USRA Modifieds) | 5th | - | - | 13th |
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| 5/22/2020 | Crawford County Speedway - Denison, IA 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, Sport Compact | Rain Out |
| 5/23/2020 | Park Jefferson International Speedway - Jefferson, SD Memorial Day Clash featuring NE 360 Sprints & $1,000 to win IMCA Modified Fastshafts 360 Sprints - Winged: Malvern Bank 360 Sprints with Midwest Sprint Touring Series 305 Sprints - Winged, Hobby Stocks, Stock Cars, IMCA Modified | Results | | Jason Hickingbottom (IMCA Modified) | 10th | - | - | 18th |
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| 5/24/2020 | Interstate Speedway (SD) - Jefferson, SD M&T Motorsports Presents Weekly Racing Series Hobby Stocks, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | Jason Hickingbottom (A Modifieds) | 5th | - | - | 17th |
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| 5/29/2020 | Sports Park Raceway - Fort Dodge, IA Summit USRA Weekly Racing Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jason Hickingbottom (USRA Modifieds) | 4th | - | - | 9th |
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| 5/30/2020 | Boone Speedway - Boone, IA Saturday Night Series - Weekly Points Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Jason Hickingbottom (IMCA Modified) | 9th | - | 8th | - |
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| 6/3/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Season Opener Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Jason Hickingbottom (A Modifieds) | 6th | - | - | 11th |
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| 6/6/2020 | Hamilton County Speedway - Webster City, IA Teacher Appreciation Night + DTRA Presented by Pepsi Dirt Super Late Models, Super Truck, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jason Hickingbottom (USRA Modifieds) | 6th | - | - | 8th |
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| 6/12/2020 | Sports Park Raceway - Fort Dodge, IA Summit USRA Weekly Racing Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jason Hickingbottom (USRA Modifieds) | 3rd | - | - | 10th |
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| 6/13/2020 | Hamilton County Speedway - Webster City, IA Racing For The Right Reason Dirt Super Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jason Hickingbottom (USRA Modifieds) | 5th | - | - | 12th |
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| 6/18/2020 | Mason City Motor Speedway - Mason City, IA A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jason Hickingbottom (A Modifieds) | 7th | - | - | 15th |
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| 6/19/2020 | Sports Park Raceway - Fort Dodge, IA Summit USRA Weekly Racing Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Jason Hickingbottom (USRA Modifieds) | 4th | - | - | 9th |
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| 6/20/2020 | Hamilton County Speedway - Webster City, IA USMTS A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars | Results | | Jason Hickingbottom (A Modifieds) | 8th | - | 10th | - | | Jason Hickingbottom (USRA Modifieds) | 8th | - | 10th (DNF) | - |
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