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| 5/23/2020 | Independence Motor Speedway - Independence, IA DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models, Dwarf, IMCA Late Models | Results | | Brennen Chipp (A Modifieds) | - | - | - | 12th |
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| 5/24/2020 | Benton County Speedway - Vinton, IA Bullring Championship Series IMCA Modified Extravaganza Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dwarf, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 6th | - | 1st | 14th |
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| 6/6/2020 | Independence Motor Speedway - Independence, IA Weekly Racing DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models, Dwarf, IMCA Late Models | Results | | Brennen Chipp (A Modifieds) | - | - | - | 6th |
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| 6/7/2020 | Benton County Speedway - Vinton, IA Bullring Season Points Opener Plus A.I.R.S Racing Series Vintage Full Body Stock Cars, Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 2nd | - | - | 5th |
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| 6/13/2020 | Independence Motor Speedway - Independence, IA Weekly Racing DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models, Dwarf, IMCA Late Models | Results | | Brennen Chipp (A Modifieds) | - | - | - | 1st |
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| 6/14/2020 | Benton County Speedway - Vinton, IA Weekly Racing Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 2nd | - | - | 5th |
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| 6/21/2020 | Benton County Speedway - Vinton, IA Weekly Racing Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 6th | - | - | 4th |
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| 6/27/2020 | Independence Motor Speedway - Independence, IA Independence Motor Speedway - EAST Dirt Super Late Models: SLMR Late Model Series DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dwarf | Results | | Brennen Chipp (A Modifieds) | - | - | - | 2nd |
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| 6/28/2020 | Benton County Speedway - Vinton, IA Kromminga Motors Night Bullring Championship Series Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dwarf, IMCA Late Models, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 4th | - | - | 4th |
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| 7/4/2020 | Independence Motor Speedway - Independence, IA July 4th Special Dirt Super Late Models, DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models, IMCA Late Models | Results | | Brennen Chipp (A Modifieds) | - | - | - | 7th |
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| 7/5/2020 | Benton County Speedway - Vinton, IA Urbana 5 Memorial Race Pro Legends, Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 6th | - | - | 12th |
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| 7/12/2020 | Benton County Speedway - Vinton, IA Fisher Towing Mid-Season Championship: Kid's Night with Power Wheels Races Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dwarf, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 1st | - | - | 4th |
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| 7/13/2020 | 300 Raceway - Farley, IA Lucas Oil Late Model Dirt Series Truck Country 50 Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds, B Modifieds, IMCA Modified | Results | | Brennen Chipp (A Modifieds) | 1st | - | - | 4th |
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| 7/19/2020 | Benton County Speedway - Vinton, IA Super Sunday: All Weekly Classes Winged Outlaw, Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 4th | - | - | 8th |
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| 7/25/2020 | Independence Motor Speedway - Independence, IA IMCA LATE MODEL CHAMPIONSHIIP DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models | Results | | Brennen Chipp (A Modifieds) | - | - | - | 10th |
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| 8/1/2020 | Independence Motor Speedway - Independence, IA DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models | Results | | Brennen Chipp (A Modifieds) | - | - | - | 8th |
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| 8/8/2020 | Independence Motor Speedway - Independence, IA SEASON CHAMPIONSHIP DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dirt Late Models | Results | | Brennen Chipp (A Modifieds) | - | - | - | 7th |
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| 8/9/2020 | Benton County Speedway - Vinton, IA POWRi Iowa Sprint Car League at Benton County Speedway Non-Winged Sprints: Iowa Sprint Car League Winged Outlaw, Pro Legends, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 3rd | - | - | 4th |
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| 8/12/2020 | 300 Raceway - Farley, IA Matthews Distributing Co. IMCA Weekly Racing Stock Cars, A Modifieds, B Modifieds, IMCA Late Models | Results | | Brennen Chipp (A Modifieds) | 7th | - | - | 11th |
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| 8/16/2020 | Benton County Speedway - Vinton, IA Weekly Racing: Kid's Night with Race Car Rides Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 1st | - | - | 14th |
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| 8/23/2020 | Benton County Speedway - Vinton, IA Bullring Championship Series Championship Night Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 1st | - | - | 17th |
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| 8/30/2020 | Benton County Speedway - Vinton, IA IMCA SpeedShiftTV Dirt Knights Tour IMCA Modified: IMCA SpeedShiftTV Dirt Knights Tour IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Brennen Chipp (IMCA Modified) | 5th | - | - | 12th |
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| 9/6/2020 | Fayette County Speedway - West Union, IA USMTS Hunt Race & USRA Iron Man Series for Stock Cars & BMods; USRA Hobby Stocks A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, IMCA Modified | Results | | Brennen Chipp (A Modifieds) | 7th | - | - | 18th (DNF) |
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| 9/26/2020 | Deer Creek Speedway - Spring Valley, MN A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, IMCA Modified | Results | | Brennen Chipp (A Modifieds) | 3rd | - | 3rd | 31st |
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