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| 4/29/2016 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: Northern Outlaw Sprint Association Stock Cars, B Modifieds, Dirt Late Models, Vintage Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Schill (WISSOTA Late Model) | 5th | - | - | 9th |
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| 5/27/2016 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: Northern Outlaw Sprint Association WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Schill (WISSOTA Late Model) | 4th | - | - | 10th |
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| 6/4/2016 | Dakota State Fair Speedway - Huron, SD Challenge Cup XVI Presented by Prostrollo Motors - $10,000 to Win! B Modifieds, Dirt Late Models, Vintage Modifieds | Results | | Cole Schill (Dirt Late Models) | 6th | - | 2nd | 18th |
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| 6/5/2016 | Casino Speedway - Watertown, SD Marilyn Olson Memorial Challenge Dirt Late Models | Results | | Cole Schill (Dirt Late Models) | 6th | - | - | 9th |
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| 6/11/2016 | Jamestown Speedway - Jamestown, ND NLRA Late Models Pure Stock, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Schill (WISSOTA Late Model) | 1st | - | - | 2nd |
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| 6/18/2016 | Greenbush Race Park - Greenbush, MN NLRA Late Models WISSOTA Late Model | Results | | Cole Schill (WISSOTA Late Model) | 1st | - | - | 1st |
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| 6/22/2016 | Norman County Raceway - Ada, MN Norman County Fair Pro Legends, Pure Stock, IMCA Northern SportMod, WISSOTA Late Model | Results | | Cole Schill (Dirt Late Models) | - | - | - | - | | Cole Schill (WISSOTA Late Model) | 3rd | - | - | 6th |
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| 6/23/2016 | Norman County Raceway - Ada, MN Norman County Fair Pro Legends, Pure Stock, IMCA Northern SportMod, WISSOTA Late Model | Results | | Cole Schill (WISSOTA Late Model) | 4th | - | - | 11th |
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| 6/24/2016 | Red River Valley Speedway - West Fargo, ND NLRA Late Models/Fargo Force Super Stocks Pure Stock, IMCA Modified, IMCA Northern SportMod, WISSOTA Late Model, WISSOTA Super Stock | Results | | Cole Schill (Dirt Late Models) | - | - | - | - | | Cole Schill (WISSOTA Late Model) | 1st | - | - | 1st |
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| 6/25/2016 | River Cities Speedway - Grand Forks, ND Pro Legends, Lightning Sprints, Pure Stock, WISSOTA Late Model | Results | | Cole Schill (Dirt Late Models) | - | - | - | - | | Cole Schill (WISSOTA Late Model) | 3rd | - | - | 5th |
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| 7/17/2016 | Red River Valley Speedway - West Fargo, ND NOSA Sprints 410 Sprints - Winged: Northern Outlaw Sprint Association Pure Stock, WISSOTA Late Model | Results | | Cole Schill (Dirt Late Models) | - | - | - | - | | Cole Schill (WISSOTA Late Model) | 2nd | - | - | 4th |
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| 7/23/2016 | Devils Lake Speedway - Crary, ND NLRA Late Models Pure Stock, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Schill (WISSOTA Late Model) | 5th | - | - | 8th |
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| 7/29/2016 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: Northern Outlaw Sprint Association WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Schill (WISSOTA Late Model) | 1st | - | - | 8th |
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| 7/30/2016 | Greenbush Race Park - Greenbush, MN NOSA Sprints 410 Sprints - Winged: Northern Outlaw Sprint Association WISSOTA Late Model | Results | | Cole Schill (WISSOTA Late Model) | 1st | - | - | 3rd |
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| 8/13/2016 | Jamestown Speedway - Jamestown, ND NLRA Late Models Pure Stock, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Schill (WISSOTA Late Model) | 5th | - | - | 10th |
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| 8/14/2016 | Buffalo River Speedway - Glyndon, MN NLRA Late Models Pro Legends, Sport Compact, Pure Stock, IMCA Northern SportMod, WISSOTA Late Model | Results | | Cole Schill (Dirt Late Models) | - | - | - | - | | Cole Schill (WISSOTA Late Model) | 1st | - | - | 5th |
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| 8/18/2016 | I-94 Speedway - Fergus Falls, MN I-94 Speedway King of the Dirt Dirt Late Models, Vintage Modifieds | Results | | Cole Schill (Dirt Late Models) | 8th | - | - | 13th |
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| 8/19/2016 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: Northern Outlaw Sprint Association Lightning Sprints, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Schill (WISSOTA Late Model) | 3rd | - | - | 14th |
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| 8/20/2016 | Devils Lake Speedway - Crary, ND NLRA Late Models 410 Sprints - Winged: Northern Outlaw Sprint Association Pure Stock, WISSOTA Midwest Mods, WISSOTA Late Model | Results | | Cole Schill (WISSOTA Late Model) | 4th | - | - | 6th |
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| 8/25/2016 | Victory Lane Speedway - Winnipeg, MB NLRA Late Models WISSOTA Late Model | Results | | Cole Schill (WISSOTA Late Model) | 5th | - | - | 4th |
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| 8/26/2016 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: World of Outlaws with Northern Outlaw Sprint Association WISSOTA Late Model | Results | | Cole Schill (WISSOTA Late Model) | 6th | - | - | 9th |
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| 9/3/2016 | Viking Speedway - Alexandria, MN NLRA Late Models WISSOTA Late Model | Results | | Cole Schill (WISSOTA Late Model) | 7th | - | - | 11th |
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| 9/4/2016 | Viking Speedway - Alexandria, MN NLRA Late Models WISSOTA Late Model | Results | | Cole Schill (WISSOTA Late Model) | 6th | - | - | 7th |
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| 9/8/2016 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: Northern Outlaw Sprint Association WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Schill (WISSOTA Late Model) | 5th | - | 6th | 20th (DNF) |
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| 9/9/2016 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: Northern Outlaw Sprint Association WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model | Results | | Cole Schill (WISSOTA Late Model) | 3rd | 10th | - | - |
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| 9/10/2016 | River Cities Speedway - Grand Forks, ND John Seitz Memorial WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Cole Schill (WISSOTA Late Model) | - | - | - | 20th |
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| 10/14/2016 | Jamestown Speedway - Jamestown, ND Stock Car Stampede IMCA Modified, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Schill (WISSOTA Late Model) | 2nd | - | - | - |
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| 10/15/2016 | Jamestown Speedway - Jamestown, ND Stock Car Stampede IMCA Modified, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Cole Schill (WISSOTA Late Model) | - | - | - | 4th |
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