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| 3/22/2019 | Lee County Speedway - Donnellson, IA Spring Extravaganza Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Ryan Maitland (B Modifieds) | 4th | - | - | 10th |
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| 3/23/2019 | Lee County Speedway - Donnellson, IA Spring Extravaganza Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Ryan Maitland (B Modifieds) | 4th | - | - | 6th |
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| 5/3/2019 | Fayette County Speedway - West Union, IA Weekly Races Hobby Stocks, Stock Cars, 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Ryan Maitland (USRA B-Mods) | 3rd | - | - | 6th |
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| 5/4/2019 | Deer Creek Speedway - Spring Valley, MN Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 3rd | - | - | 7th |
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| 5/11/2019 | Deer Creek Speedway - Spring Valley, MN Points Race A Modifieds, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 8th | - | 1st | 10th |
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| 5/17/2019 | Fayette County Speedway - West Union, IA Weekly Racing Hobby Stocks, Stock Cars, 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Rain Out |
| 5/25/2019 | Deer Creek Speedway - Spring Valley, MN 17th Annual Southern MN Spring Challenge A Modifieds: USMTS - United States Modified Touring Series USRA Stock Cars: USRA Ironman USRA B-Mods, WISSOTA Midwest Mods | Results | | Ryan Maitland (USRA B-Mods) | 4th | - | 3rd | 8th |
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| 5/26/2019 | Winneshiek Raceway - Decorah, IA 12th Annual Nordic Nationals A Modifieds: USMTS - United States Modified Touring Series USRA Stock Cars: USRA Ironman USRA B-Mods, USRA Hobby Stocks, USRA Tuners | Results | | Ryan Maitland (USRA B-Mods) | 3rd | - | - | 9th |
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| 5/31/2019 | Fayette County Speedway - West Union, IA Weekly Races Sponsored by United Beverage Hobby Stocks, Stock Cars, 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Ryan Maitland (USRA B-Mods) | 2nd | - | - | 14th (DNF) |
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| 6/1/2019 | Deer Creek Speedway - Spring Valley, MN Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 3rd | - | - | 3rd |
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| 6/7/2019 | Fayette County Speedway - West Union, IA Weekly Races Hobby Stocks, Stock Cars, 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Ryan Maitland (USRA B-Mods) | 5th | - | - | 7th |
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| 6/8/2019 | Deer Creek Speedway - Spring Valley, MN Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 2nd | - | - | 4th |
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| 6/12/2019 | Hamilton County Speedway - Webster City, IA Rumble at the River Day 2 USRA Stock Cars: USRA Ironman USRA B-Mods, USRA Hobby Stocks | Results | | Ryan Maitland (USRA B-Mods) | 2nd | - | - | 13th |
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| 6/14/2019 | Fayette County Speedway - West Union, IA Weekly Races Sponsored by Moss Service Center Hobby Stocks, Stock Cars, 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Ryan Maitland (USRA B-Mods) | 3rd | - | - | 6th |
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| 6/20/2019 | Cresco Speedway - Cresco, IA MLRA Late Models Dirt Super Late Models: Lucas Oil MLRA USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Ryan Maitland (USRA B-Mods) | 7th | - | - | 11th |
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| 6/22/2019 | Deer Creek Speedway - Spring Valley, MN Pink Out Night - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 2nd | - | - | 3rd |
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| 6/29/2019 | Deer Creek Speedway - Spring Valley, MN Fireworks - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 4th | - | - | 6th |
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| 7/3/2019 | Winneshiek Raceway - Decorah, IA Ironman USRA Stock Cars: USRA Ironman USRA B-Mods, USRA Hobby Stocks, USRA Tuners | Results | | Ryan Maitland (USRA B-Mods) | 12th | - | - | 18th |
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| 7/4/2019 | Mississippi Thunder Speedway - Fountain City, WI Rivercity Rumble Night #1 WISSOTA Late Model: Wissota Late Model Challenge Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Ryan Maitland (USRA B-Mods) | 1st | - | - | 3rd |
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| 7/5/2019 | Mississippi Thunder Speedway - Fountain City, WI Rivercity Rumble Night #2 WISSOTA Late Model: Wissota Late Model Challenge Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, WISSOTA Modifieds | Results | | Ryan Maitland (USRA B-Mods) | 3rd | - | - | 16th (DNF) |
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| 7/13/2019 | Deer Creek Speedway - Spring Valley, MN Christmas In July - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 2nd | - | - | 4th |
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| 7/24/2019 | Fayette County Speedway - West Union, IA IMCA Late Models: Deery Brothers Summer Series Hobby Stocks, Stock Cars, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Ryan Maitland (USRA B-Mods) | 6th | - | - | 12th |
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| 7/27/2019 | Deer Creek Speedway - Spring Valley, MN Driver Recognition Night USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 7th (DNF) | - | 3rd | 5th |
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| 7/28/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Julien Dubuque Classic Fair Race Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Vintage Full Body Stock Cars, Vintage Modifieds, IMCA Late Models, Sport Compact | Results | | Ryan Maitland (A Modifieds) | 5th | - | - | 13th |
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| 8/3/2019 | Deer Creek Speedway - Spring Valley, MN Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 4th | - | - | 8th |
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| 8/10/2019 | Deer Creek Speedway - Spring Valley, MN WISSOTA ROC - Points Race A Modifieds, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 2nd | - | - | 3rd |
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| 8/17/2019 | Deer Creek Speedway - Spring Valley, MN Veterans Night - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 2nd | - | - | 6th |
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| 8/22/2019 | Hamilton County Speedway - Webster City, IA USMTS + DTRA A Modifieds: USMTS - United States Modified Touring Series Super Truck, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Ryan Maitland (USRA B-Mods) | 4th | - | - | 15th |
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| 8/24/2019 | Deer Creek Speedway - Spring Valley, MN Championship Night - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Maitland (USRA B-Mods) | 6th | - | - | 7th |
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| 8/30/2019 | Mississippi Thunder Speedway - Fountain City, WI 7th Annual USMTS Event A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Late Models, USRA Hobby Stocks | Results | | Ryan Maitland (USRA B-Mods) | 5th | - | - | 10th |
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| 8/31/2019 | Deer Creek Speedway - Spring Valley, MN 14th Annual USMTS Labor Day Duel A Modifieds: USMTS - United States Modified Touring Series USRA Stock Cars: USRA Ironman USRA B-Mods, WISSOTA Street Stock | Results | | Ryan Maitland (USRA B-Mods) | 1st | - | - | 24th |
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| 9/1/2019 | Fayette County Speedway - West Union, IA 7th Annual USMTS War in West Union A Modifieds: USMTS - United States Modified Touring Series USRA Stock Cars: USRA Ironman Stock Cars, USRA B-Mods, USRA Modifieds | Results | | Ryan Maitland (USRA B-Mods) | 4th | - | - | 8th |
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| 9/15/2019 | Mason City Motor Speedway - Mason City, IA New & Improved Season Opener 600cc Modifieds, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Ryan Maitland (USRA B-Mods) | 2nd | - | - | 2nd |
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| 9/19/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Ryan Maitland (USRA B-Mods) | 6th | - | 2nd | 28th |
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| 9/20/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Ryan Maitland (USRA B-Mods) | 6th | - | 3rd | 10th |
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| 9/21/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Ryan Maitland (USRA B-Mods) | 1st | - | - | 6th |
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| 9/26/2019 | Hamilton County Speedway - Webster City, IA USRA Nationals USRA Stock Cars: USRA Ironman Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Ryan Maitland (USRA B-Mods) | 4th | - | 1st | 14th |
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| 9/27/2019 | Hamilton County Speedway - Webster City, IA USRA Nationals USRA Stock Cars: USRA Ironman Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Tuners | Results | | Ryan Maitland (USRA B-Mods) | 3rd | - | - | 2nd |
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| 9/28/2019 | Hamilton County Speedway - Webster City, IA USRA Nationals USRA Stock Cars: USRA Ironman Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Tuners | Results | | Ryan Maitland (USRA B-Mods) | - | - | - | 6th |
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| 10/3/2019 | Davenport Speedway - Davenport, IA Darkside Fall BASH Night 1 at Tipton Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact, Dirt 6-cyl Stock Cars | Results | | Ryan Maitland (B Modifieds) | 2nd | - | - | 1st |
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| 10/4/2019 | Davenport Speedway - Davenport, IA Darkside Fall BASH Night 2 at Tipton Stock Cars, A Modifieds, B Modifieds, Street Stocks, 600cc Modifieds, Sport Compact | Results | | Ryan Maitland (B Modifieds) | 1st | - | - | 4th |
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| 10/18/2019 | Hamilton County Speedway - Webster City, IA Bruce Sommerfeld Memorial Race Dirt Super Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars | Results | | Ryan Maitland (USRA B-Mods) | 5th | - | 10th | - |
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| 10/19/2019 | Hamilton County Speedway - Webster City, IA Fall Series Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars | Results | | Ryan Maitland (USRA B-Mods) | 3rd | - | - | 5th |
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