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| 4/17/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 2nd | - | - | 7th |
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| 4/30/2021 | Princeton Speedway - Princeton, MN Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Randy Jacoboski (Sport Compact) | 5th | - | - | 9th |
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| 5/1/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 6th | - | - | 7th |
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| 5/8/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout with Mother's Day Special WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 6th | - | - | 17th |
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| 5/15/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout - Armed Forces Night WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 4th | - | - | 9th |
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| 5/20/2021 | KRA Speedway - Willmar, MN Season Opener sponsored by Farm Rite Equipment of Willmar Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 6th | - | - | 11th |
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| 5/22/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 6th | - | - | 11th |
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| 5/29/2021 | Ogilvie Raceway - Ogilvie, MN MN Modified Nationals presented by FYE Motorsports WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 6th | - | - | 18th |
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| 5/30/2021 | Ogilvie Raceway - Ogilvie, MN MN Modified Nationals presented by FYE Motorsports WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 2nd | - | - | 10th |
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| 6/12/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 5th | - | - | 2nd |
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| 6/19/2021 | Ogilvie Raceway - Ogilvie, MN Davey Tabor Memorial [Non-MSTS points] 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Vintage Modifieds: Northern Vintage Stockcar Racers Winged Sprints, Winged A-Class, Non-Winged Sprints, Vintage Full Body Stock Cars, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 6th | - | - | 9th |
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| 6/26/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 1st | - | - | 10th |
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| 7/10/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout with Fireworks Spectacular & Street Stock Special WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 4th | - | - | 10th |
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| 7/11/2021 | Granite City Motor Park - Sauk Rapids, MN RV Mod Tour and Street Stock Tour A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 3rd | - | - | 7th |
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| 7/16/2021 | Ogilvie Raceway - Ogilvie, MN Inaugural USMTS Mod Wars A Modifieds: USMTS - United States Modified Touring Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 1st | - | - | 6th |
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| 7/18/2021 | Granite City Motor Park - Sauk Rapids, MN Regular Night Races with Modified Special $2K to win WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 1st | - | - | 7th |
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| 7/24/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout with FastLane Motorsports Northland Super Stock Seri WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 5th | - | - | 18th (DNF) |
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| 7/31/2021 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout and Bus Races WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Hornet | Results | | Randy Jacoboski (WISSOTA Hornet) | 3rd | - | - | 21st (DNF) |
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| 10/8/2021 | 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) | 8th | - | - | - |
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| 10/9/2021 | 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) | - | - | 5th | - |
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