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| 7/11/2020 | Hamilton County Speedway - Webster City, IA Car Load Night Presented by Napa Auto Parts Dirt Super Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Ryan Maitland (USRA B-Mods) | 8th | - | - | DNS |
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| 7/12/2020 | Mason City Motor Speedway - Mason City, IA Gambler's Night USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Ryan Maitland (USRA B-Mods) | 2nd | - | - | 24th (DNF) |
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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 | | Ryan Maitland (IMCA Modified) | 6th | - | - | 16th |
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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 | | Ryan Maitland (IMCA Modified) | 2nd | - | - | 5th |
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| 8/22/2020 | Maquoketa Speedway - Maquoketa, IA Back to School Night IMCA Weekly Racing IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Ryan Maitland (IMCA Modified) | 5th | - | - | 9th |
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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 | | Ryan Maitland (IMCA Modified) | 8th | - | - | 8th |
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| 8/26/2020 | 300 Raceway - Farley, IA Simon's Trucking Season Championship Stock Cars, A Modifieds, B Modifieds, IMCA Late Models | Results | | Ryan Maitland (A Modifieds) | 4th | - | - | 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 | | Ryan Maitland (IMCA Modified) | 5th | - | - | 26th |
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| 9/4/2020 | 300 Raceway - Farley, IA 43rd Annual Done Right.TV Yankee Dirt Track Classic Dirt Super Late Models: SLMR Late Model Series Stock Cars, A Modifieds, B Modifieds | Results | | Ryan Maitland (A Modifieds) | 5th | - | 6th | - |
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| 9/5/2020 | 300 Raceway - Farley, IA 43rd Annual Done Right.TV Yankee Dirt Track Classic Dirt Super Late Models: SLMR Late Model Series Stock Cars, A Modifieds, B Modifieds | Results | | Ryan Maitland (A Modifieds) | 5th | - | 9th | - |
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| 9/25/2020 | Deer Creek Speedway - Spring Valley, MN A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, IMCA Modified | Results | | Ryan Maitland (A Modifieds) | 5th | - | 8th | - |
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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 | | Ryan Maitland (A Modifieds) | 9th | - | 6th | - |
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| 10/1/2020 | Cedar County Raceway - Tipton, IA Hoker Trucking Fall Bash Night 1 IMCA Late Models, Super Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ryan Maitland (IMCA Modified) | 4th | - | 4th | - |
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| 10/2/2020 | Cedar County Raceway - Tipton, IA Fall Bash 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Ryan Maitland (IMCA Modified) | 8th | - | 4th | - |
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| 10/3/2020 | Cedar County Raceway - Tipton, IA Fall Bash Street Stocks, Vintage Full Body Stock Cars, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Ryan Maitland (IMCA Modified) | 5th | - | 1st | 7th |
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| 11/6/2020 | Davenport Speedway - Davenport, IA Gade Race Engines Dirt In November Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Ryan Maitland (A Modifieds) | 5th | - | - | 7th |
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| 11/7/2020 | CJ Speedway - Columbus Junction, IA 4th Annual Turkey Dash 1 Day Show Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Ryan Maitland (A Modifieds) | 3rd | - | - | 7th |
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