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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 | | Randy Jacoboski (WISSOTA Hornet) | 5th | - | - | 7th |
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| 5/27/2023 | Ogilvie Raceway - Ogilvie, MN MN Modified Nationals presented by FYE Motorsports WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 5th | - | - | 10th |
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| 5/28/2023 | Ogilvie Raceway - Ogilvie, MN MN Modified Nationals presented by FYE Motorsports WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 6th | - | - | 8th |
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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: Fastlane Super Stock Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 4th | - | - | 7th |
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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 | | Randy Jacoboski (WISSOTA Hornet) | 4th | - | - | 11th |
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| 7/13/2023 | Ogilvie Raceway - Ogilvie, MN 3rd Annual Mod Wars (Day 1 of 3) A Modifieds: USMTS - United States Modified Touring Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 6th (DNF) | - | - | DNS |
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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 | | Randy Jacoboski (WISSOTA Hornet) | 5th | - | - | 5th |
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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 | | Randy Jacoboski (WISSOTA Hornet) | 5th | - | - | 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 | | Randy Jacoboski (WISSOTA Hornet) | DNS | - | - | 9th |
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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 | | Randy Jacoboski (WISSOTA Hornet) | 6th (DNF) | - | - | 12th (DNF) |
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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 | | Randy Jacoboski (WISSOTA Hornet) | 6th (DNF) | - | - | 9th |
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| 8/19/2023 | Ogilvie Raceway - Ogilvie, MN Kids Night - Meet the Drivers WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 5th | - | - | 7th |
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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 | | Randy Jacoboski (WISSOTA Hornet) | 6th | - | - | 8th |
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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 | | Randy Jacoboski (WISSOTA Hornet) | 6th | - | - | - |
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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 | | Randy Jacoboski (WISSOTA Hornet) | - | - | - | 21st (DNF) |
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| 10/20/2023 | Ogilvie Raceway - Ogilvie, MN 13th Annual Topless Nationals - Night 1 A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Dirt 4 cyl Modifieds, Sport Compact, Super Stocks | Results | | Randy Jacoboski (Sport Compact) | 6th | - | - | - |
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| 10/21/2023 | Ogilvie Raceway - Ogilvie, MN 13th Annual Topless Nationals - Night 2 A Modifieds, Winged A-Class, B Modifieds, Street Stocks, Dirt Late Models, Dirt 4 cyl Modifieds, Sport Compact, Super Stocks | Results | | Randy Jacoboski (Sport Compact) | - | - | - | 12th |
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