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| 5/15/2020 | Jackson Motorplex - Jackson, MN Great Lakes Shootout presented by Harvey's Roofing & Tweeter Contracting - IRA Sprint Car Series 410 Sprints - Winged: IRA Interstate Racing Association 305 Sprints - Winged | Results | | Javen Ostermann (305 Sprints - Winged) | - | - | - | - |
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| 5/30/2020 | I-90 Speedway - Hartford, SD 360 Sprints - Winged, 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Javen Ostermann (305 Sprints - Winged) | 4th | - | 1st | 12th |
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| 6/6/2020 | I-90 Speedway - Hartford, SD 360 Sprints - Winged: Midwest Power Series 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Javen Ostermann (305 Sprints - Winged) | 4th | - | - | 12th |
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| 6/13/2020 | I-90 Speedway - Hartford, SD 360 Sprints - Winged, 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Javen Ostermann (305 Sprints - Winged) | 2nd | - | - | 5th |
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| 6/19/2020 | Jackson Motorplex - Jackson, MN DeKalb Asgrow - Midwest Power Series/MSTS Sprint Cars 360 Sprints - Winged: Midwest Power Series 305 Sprints - Winged | Results | | Javen Ostermann (305 Sprints - Winged) | 5th | - | - | 5th |
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| 6/20/2020 | Arlington Raceway - Arlington, MN Season Opener 305 Sprints - Winged, Outlaw Hobby Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Javen Ostermann (305 Sprints - Winged) | - | - | - | 7th |
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| 6/25/2020 | Jackson Motorplex - Jackson, MN AGCO Jackson Nationals featuring the World of Outlaws 410 Sprints - Winged: World of Outlaws 305 Sprints - Winged | Results | | Javen Ostermann (305 Sprints - Winged) | - | - | - | - |
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| 6/27/2020 | Arlington Raceway - Arlington, MN Weekly Racing 305 Sprints - Winged, Outlaw Hobby Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Javen Ostermann (305 Sprints - Winged) | - | - | - | 4th |
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| 7/4/2020 | Arlington Raceway - Arlington, MN Weekly Racing 305 Sprints - Winged, Outlaw Hobby Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Javen Ostermann (305 Sprints - Winged) | - | - | - | 4th |
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| 7/17/2020 | Jackson Motorplex - Jackson, MN DeKalb Asgrow - Midwest Power Series/MSTS Sprint Cars presented by AG Builders 360 Sprints - Winged: Midwest Power Series 305 Sprints - Winged | Results | | Javen Ostermann (305 Sprints - Winged) | 5th | - | - | 6th |
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| 8/14/2020 | Murray County Speedway - Slayton, MN IMCA Class plus IMCA 305 Sprint Cars - Sponsored by Deboer Chevrolet 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Javen Ostermann (305 Sprints - Winged) | 5th | - | - | 14th (DNF) |
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| 8/28/2020 | Murray County Speedway - Slayton, MN Championship Night - IMCA 305 Sprints - Sponsored by Dale Johnson III Construction 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Javen Ostermann (305 Sprints - Winged) | 5th | - | - | 5th |
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| 9/12/2020 | Cedar Lake Speedway - New Richmond, WI 20th Annual Jerry Richert Memorial 360 Sprints - Winged: Midwest Power Series 410 Sprints - Winged: IRA Interstate Racing Association Limited Sprints - Winged: UMSS Winged Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Winged A-Class, 305 Sprints - Non-Winged | Results | | Javen Ostermann (360 Sprints - Winged) | 2nd | - | - | 9th |
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| 9/18/2020 | Huset's Speedway - Brandon, SD Power Series Nationals 360 Sprints - Winged: Midwest Power Series IMCA RaceSaver Sprint Car | Results | | Javen Ostermann (360 Sprints - Winged) | 8th | - | 17th | - |
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| 9/19/2020 | Huset's Speedway - Brandon, SD Power Series Nationals 360 Sprints - Winged: Midwest Power Series IMCA RaceSaver Sprint Car | Results | | Javen Ostermann (360 Sprints - Winged) | 9th | - | 12th | - |
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| 9/26/2020 | Rapid Speedway - Rock Rapids, IA Rapid Nationals Dirt Late Models: Tri-State Late Models 360 Sprints - Winged, 305 Sprints - Winged, USRA Hobby Stocks, USRA Stock Cars, IMCA RaceSaver Sprint Car | Results | | Javen Ostermann (360 Sprints - Winged) | 7th | - | - | 13th |
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