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| 5/14/2023 | Granite City Motor Park - Sauk Rapids, MN Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 4th | - | - | 9th |
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| 5/20/2023 | Ogilvie Raceway - Ogilvie, MN Saturday Night Racing featuring the Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 1st | - | - | 5th |
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| 5/21/2023 | Granite City Motor Park - Sauk Rapids, MN KIDS NIGHT! Vintage Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 3rd | - | - | 4th |
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| 5/27/2023 | Viking Speedway - Alexandria, MN Dirt Race Central Street Stock Tour WISSOTA Street Stock: Street Stock Tour Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock | Results | | Kyle Howland (WISSOTA Street Stock) | 3rd | - | - | 11th |
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| 5/28/2023 | Viking Speedway - Alexandria, MN Dirt Race Central Street Stock Tour WISSOTA Street Stock: Street Stock Tour Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock | Results | | Kyle Howland (WISSOTA Street Stock) | 3rd | - | - | 14th |
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| 6/2/2023 | I-94 Speedway - Fergus Falls, MN Prelude to the Dick Johanneck King of Dirt w/ Dirt Race Central Street Stock Tour & Super Stocks WISSOTA Street Stock: Street Stock Tour A Modifieds, Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock | Results | | Kyle Howland (WISSOTA Street Stock) | 6th | - | 1st | 23rd (DNF) |
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| 6/3/2023 | I-94 Speedway - Fergus Falls, MN Dick Johanneck King of Dirt w/ NLRA LM, Dirt Race Central Street Stock Tour, and KIDS NIGHT WISSOTA Street Stock: Street Stock Tour A Modifieds, Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Kyle Howland (WISSOTA Street Stock) | 1st | - | - | 20th (DNF) |
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| 6/10/2023 | Ogilvie Raceway - Ogilvie, MN Saturday Night Racing with the Fast Lane Motorsports Northland Super Stock Series WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 1st | - | - | 7th |
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| 6/11/2023 | Granite City Motor Park - Sauk Rapids, MN South Battle Finale/Gopher Battle #2 WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 2nd | - | - | 10th |
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| 6/17/2023 | Viking Speedway - Alexandria, MN Napa Night Free Grandstands Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Kyle Howland (WISSOTA Street Stock) | 3rd | - | - | 14th (DNF) |
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| 6/23/2023 | Eagle Valley Speedway - Jim Falls, WI Haas & Sons Night w/ UMSS Traditional Sprints 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, B Modifieds, Street Stocks, Hornets, Super Stocks, USRA Late Models, WISSOTA Pure Stock | Results | | Kyle Howland (Street Stocks) | 2nd | - | - | 3rd |
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| 6/24/2023 | Madison Speedway - Madison, MN Race Night Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Rain Out |
| 6/30/2023 | I-94 Speedway - Fergus Falls, MN Fireworks & Fan Appreciation $10 Admission w/ Dirt Race Central Street Stock Tour & Super Stocks WISSOTA Street Stock: Street Stock Tour Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock | Results | | Kyle Howland (WISSOTA Street Stock) | 3rd | - | - | 12th |
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| 7/1/2023 | I-94 Speedway - Fergus Falls, MN World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models WISSOTA Street Stock: Street Stock Tour WISSOTA Midwest Mods, 604 Crate Late Models | Results | | Kyle Howland (WISSOTA Street Stock) | 3rd | - | - | 11th |
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| 7/8/2023 | Ogilvie Raceway - Ogilvie, MN Saturday Night Racing - Fireworks Spectacular WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 4th | - | - | 4th |
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| 7/14/2023 | Ogilvie Raceway - Ogilvie, MN 3rd Annual Mod Wars (Day 2 of 3) A Modifieds: USMTS - United States Modified Touring Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 2nd | - | - | 7th |
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| 7/15/2023 | Ogilvie Raceway - Ogilvie, MN 3rd Annual Mod Wars (Day 3 of 3) A Modifieds: USMTS - United States Modified Touring Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 4th | - | - | 9th |
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| 7/22/2023 | Ogilvie Raceway - Ogilvie, MN Saturday Night Racing with School Bus Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 4th | - | - | 7th |
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| 7/29/2023 | Ogilvie Raceway - Ogilvie, MN DRC Street Stock Special WISSOTA Street Stock: Street Stock Tour WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 8th (DNF) | - | 8th | - |
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| 8/12/2023 | Ogilvie Raceway - Ogilvie, MN Kids Night - Bike Giveaway WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 2nd | - | - | 6th |
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| 8/26/2023 | Ogilvie Raceway - Ogilvie, MN Track Championship, HopeKids Night featuring The Structural Buildings Wissota Late Models WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 3rd | - | - | 2nd |
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| 9/7/2023 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #1 Limited Sprints - Winged, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 5th | - | - | 4th |
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| 9/13/2023 | I-94 Speedway - Fergus Falls, MN Speedway Motors WISSOTA 100 Night 1 WISSOTA Late Model: Wissota Late Model Challenge Series DIRTcar UMP Modifieds, A Modifieds, Open Dirt Karts, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Kyle Howland (WISSOTA Street Stock) | 6th | - | - | - |
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| 9/14/2023 | I-94 Speedway - Fergus Falls, MN Speedway Motors WISSOTA 100 Night 2 DIRTcar UMP Modifieds, Open Dirt Karts, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Kyle Howland (WISSOTA Street Stock) | 7th | - | - | - |
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| 9/15/2023 | I-94 Speedway - Fergus Falls, MN Speedway Motors WISSOTA 100 Night 3 Open Dirt Karts, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Kyle Howland (WISSOTA Street Stock) | 4th | - | - | 14th |
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| 9/16/2023 | I-94 Speedway - Fergus Falls, MN Speedway Motors WISSOTA 100 Champion Night DIRTcar UMP Modifieds, A Modifieds, Open Dirt Karts, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Kyle Howland (WISSOTA Street Stock) | 10th (DNF) | - | - | - |
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| 9/22/2023 | Granite City Motor Park - Sauk Rapids, MN 3RD ANNUAL PISTON CUP! NIGHT ONE Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet, Flat Jr. 2 Clone Heavy | Results | | Kyle Howland (WISSOTA Street Stock) | 5th | - | - | 12th (DNF) |
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| 10/6/2023 | Ogilvie Raceway - Ogilvie, MN Fall Classic presented by FYE Motorsports A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | 7th | - | - | - |
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| 10/7/2023 | Ogilvie Raceway - Ogilvie, MN Fall Classic presented by FYE Motorsports A Modifieds, USRA Late Models, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Kyle Howland (WISSOTA Street Stock) | - | - | 4th | 9th |
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