| | Heat | Dash | B Feature | A Feature |
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| 6/6/2020 | Wilmot Raceway - Wilmot, WI Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds, Street Stocks, Hornets | Results | | Greg Olsen (Non Wing Crate Sprints) | 3rd | - | - | 2nd |
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| 6/13/2020 | Wilmot Raceway - Wilmot, WI 410 Sprints - Winged: IRA Interstate Racing Association Lightning Sprints: IRA Lightning Sprints Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds | Results | | Greg Olsen (Non Wing Crate Sprints) | 8th | - | 2nd | 8th |
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| 6/21/2020 | Wilmot Raceway - Wilmot, WI DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals Dirt Late Models: Dirt Kings Late Model Tour Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds, Street Stocks | Results | | Greg Olsen (Non Wing Crate Sprints) | 2nd | - | - | 21st |
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| 6/26/2020 | Jackson Motorplex - Jackson, MN AGCO Jackson Nationals featuring the World of Outlaws 410 Sprints - Winged: World of Outlaws Non Wing Crate Sprints: Wisconsin wingLESS Sprints | Results | | Greg Olsen (Non Wing Crate Sprints) | 2nd | - | - | 7th |
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| 6/27/2020 | Jackson Motorplex - Jackson, MN $30,000-to-win AGCO Jackson Nationals featuring the World of Outlaws 410 Sprints - Winged: World of Outlaws Non Wing Crate Sprints: Wisconsin wingLESS Sprints | Results | | Greg Olsen (Non Wing Crate Sprints) | 3rd | - | - | 1st |
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| 6/30/2020 | Wilmot Raceway - Wilmot, WI Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds, Street Stocks, Hornets, Badger Midgets | Results | | Greg Olsen (Non Wing Crate Sprints) | 1st | - | - | 15th |
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| 7/4/2020 | Beaver Dam Raceway - Beaver Dam, WI Non Wing Crate Sprints: Wisconsin wingLESS Sprints Badger Midgets: Badger Midget Auto Racing Association Semi-Pro Legends, Pro Legends | Results | | Greg Olsen (Non Wing Crate Sprints) | 4th | - | - | 12th |
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| 7/5/2020 | 141 Speedway - Maribel, WI Sunday Funday IRA Bumper to Bumper Sprints 410 Sprints - Winged: IRA Interstate Racing Association Lightning Sprints: Wisconsin Illinois Mini Sprints with IRA Lightning Sprints Non Wing Crate Sprints: Wisconsin wingLESS Sprints IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Greg Olsen (Non Wing Crate Sprints) | 4th | - | - | 7th |
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| 7/11/2020 | Wilmot Raceway - Wilmot, WI Badger 40 410 Sprints - Winged: World of Outlaws Lightning Sprints: IRA Lightning Sprints Non Wing Crate Sprints: Wisconsin wingLESS Sprints | Results | | Greg Olsen (Non Wing Crate Sprints) | 2nd | - | - | 1st |
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| 7/18/2020 | Wilmot Raceway - Wilmot, WI Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds, Street Stocks, Hornets | Results | | Greg Olsen (Non Wing Crate Sprints) | 5th | - | 1st | 24th |
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