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| 5/11/2019 | Jamestown Speedway - Jamestown, ND Meet the Drivers Night! (Classes with Fenders) A Modifieds, B Modifieds, Semi-Pro Legends, Pure Stock, All Star Slingshots, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Toby Eilers (WISSOTA Midwest Mods) | 5th | - | - | 21st (DNF) |
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| 5/17/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Racing Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 6th | - | - | DNS |
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| 5/26/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Casino Speedway Memorial WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 5th | - | - | 23rd (DNF) |
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| 5/31/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Late Model Challenge Series Race WISSOTA Late Model: Wissota Late Model Challenge Series Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 5th | - | 4th | 19th (DNF) |
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| 6/2/2019 | Casino Speedway - Watertown, SD Wollak Construction WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 5th | - | - | 12th |
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| 6/7/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Race - BCS Pure Stock Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 6th | - | - | 16th (DNF) |
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| 6/9/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Weekly Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 6th | - | - | 16th |
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| 6/14/2019 | Brown County Speedway - Aberdeen, SD 360 Sprints - Winged: ASCS National Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 2nd | - | - | 22nd (DNF) |
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| 6/28/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Race - Midwest Modified Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 1st | - | - | 13th |
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| 6/30/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Mid-Season Championships WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 4th | - | - | 15th (DNF) |
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| 7/12/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Race - Super Stock Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 5th | - | - | 18th (DNF) |
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| 7/14/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Regular Race WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 3rd | - | - | 16th (DNF) |
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| 7/16/2019 | Brown County Speedway - Aberdeen, SD Lucas Oil Late Model Dirt Series Dirt Super Late Models: Lucas Oil Late Model Dirt Series Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 5th | - | - | 23rd (DNF) |
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| 7/19/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Race - Modified Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 4th | - | - | 12th |
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| 7/21/2019 | Casino Speedway - Watertown, SD AFCO Race of Champions Qualifier Race Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 4th | - | - | 18th (DNF) |
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| 7/26/2019 | Brown County Speedway - Aberdeen, SD WISSOTA Dirt Track Series Weekly Race - Late Model Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 7th | - | 10th | - |
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| 8/25/2019 | Casino Speedway - Watertown, SD 10th Annual USMTS Summer Slam/Sandy Benson Memorial A Modifieds: USMTS - United States Modified Touring Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 5th | - | 5th | - |
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| 9/1/2019 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Season Championship Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 6th | - | - | 20th (DNF) |
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| 9/20/2019 | Casino Speedway - Watertown, SD Autumn Classic Night #1 Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 7th (DNF) | - | 3rd | - |
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| 9/21/2019 | Casino Speedway - Watertown, SD Autumn Classic Night #2 Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Toby Eilers (WISSOTA Midwest Mods) | 4th | - | - | 18th |
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