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| 7/4/2019 | Mississippi Thunder Speedway - Fountain City, WI Rivercity Rumble Night #1 WISSOTA Late Model: Wissota Late Model Challenge Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Steven O'Brien Jr (USRA B-Mods) | 5th | - | - | 24th (DNF) |
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| 7/5/2019 | Mississippi Thunder Speedway - Fountain City, WI Rivercity Rumble Night #2 WISSOTA Late Model: Wissota Late Model Challenge Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, WISSOTA Modifieds | Results | | Steven O'Brien Jr (USRA B-Mods) | 6th | - | - | 22nd (DNF) |
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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 | | Steven O'Brien Jr (USRA B-Mods) | DNS | - | DNS | - |
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| 8/16/2019 | Mississippi Thunder Speedway - Fountain City, WI Johnny Severtson Memorial Swarm Hornets, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Steven O'Brien Jr (USRA B-Mods) | 5th | - | - | 17th |
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| 8/23/2019 | Mississippi Thunder Speedway - Fountain City, WI Season Championship Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Steven O'Brien Jr (USRA B-Mods) | 7th | - | - | 23rd (DNF) |
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| 9/1/2019 | Chateau Speedway - Lansing, MN Labor Day Special USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Steven O'Brien Jr (USRA B-Mods) | 7th (DNF) | - | - | 16th (DNF) |
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| 9/19/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Steven O'Brien Jr (USRA B-Mods) | 10th | - | 15th | - |
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| 9/21/2019 | Deer Creek Speedway - Spring Valley, MN 21st Annual Fall Jamboree A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods | Results | | Steven O'Brien Jr (USRA B-Mods) | 9th | - | 10th | - |
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| 10/18/2019 | Ogilvie Raceway - Ogilvie, MN Topless Nationals A Modifieds, B Modifieds, Street Stocks, Dirt 4 cyl Modifieds, Super Stocks | Results | | Steven O'Brien Jr (B Modifieds) | 9th (DNF) | - | - | - |
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| 10/19/2019 | Ogilvie Raceway - Ogilvie, MN Topless Nationals A Modifieds, B Modifieds, Street Stocks, Dirt 4 cyl Modifieds, Super Stocks | Results | | Steven O'Brien Jr (B Modifieds) | - | - | 9th | - |
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