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| 5/4/2019 | Deer Creek Speedway - Spring Valley, MN Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 6th | - | - | 9th |
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| 5/11/2019 | Deer Creek Speedway - Spring Valley, MN Points Race A Modifieds, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 7th | - | - | 11th |
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| 5/24/2019 | Chateau Speedway - Lansing, MN Stock Cars, Sport Compact, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 2nd | - | - | 8th |
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| 5/26/2019 | Chateau Speedway - Lansing, MN Spirit of 83 Memorial 600cc Outlaw Winged Micros, Pure Stock, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Hornet | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 5th | - | - | 5th |
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| 5/31/2019 | Chateau Speedway - Lansing, MN Kids Night-car rides and bike give away 600cc Outlaw Winged Micros, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 5th | - | - | 6th |
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| 6/1/2019 | Deer Creek Speedway - Spring Valley, MN Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 4th | - | - | 5th |
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| 6/8/2019 | Deer Creek Speedway - Spring Valley, MN Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 4th | - | - | 4th |
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| 6/21/2019 | Chateau Speedway - Lansing, MN Inaugural Chateau Hall Of Fame Induction 600cc Outlaw Winged Micros, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 5th | - | - | 8th |
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| 6/22/2019 | Deer Creek Speedway - Spring Valley, MN Pink Out Night - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 3rd | - | - | 10th (DNF) |
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| 6/29/2019 | Deer Creek Speedway - Spring Valley, MN Fireworks - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 5th | - | - | 7th |
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| 7/13/2019 | Deer Creek Speedway - Spring Valley, MN Christmas In July - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 5th | - | - | 12th |
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| 7/27/2019 | Deer Creek Speedway - Spring Valley, MN Driver Recognition Night USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 3rd | - | - | 7th |
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| 8/3/2019 | Deer Creek Speedway - Spring Valley, MN Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 6th | - | - | 7th |
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| 8/10/2019 | Deer Creek Speedway - Spring Valley, MN WISSOTA ROC - Points Race A Modifieds, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | DNS | - | - | DNS |
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| 8/17/2019 | Deer Creek Speedway - Spring Valley, MN Veterans Night - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 3rd | - | - | 10th |
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| 8/24/2019 | Deer Creek Speedway - Spring Valley, MN Championship Night - Points Race USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 6th | - | - | 8th |
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| 8/31/2019 | Deer Creek Speedway - Spring Valley, MN 14th Annual USMTS Labor Day Duel A Modifieds: USMTS - United States Modified Touring Series USRA Stock Cars: USRA Ironman USRA B-Mods, WISSOTA Street Stock | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 4th | - | - | 7th |
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| 9/27/2019 | Chateau Speedway - Lansing, MN Autumn Extravaganza Night 1 600cc Outlaw Winged Micros, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 5th | - | - | 9th |
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| 9/28/2019 | Chateau Speedway - Lansing, MN Autumn Extravaganza Night 2 600cc Outlaw Winged Micros, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Ryan Jacobsen (WISSOTA Street Stock) | 1st | - | - | 6th |
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