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| 6/3/2023 | 141 Speedway - Maribel, WI Frosty Tip Shootout / $2,000 to Win IMCA Modifieds Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Olsen (Sportsmans) | 10th (DNF) | - | - | 19th (DNF) |
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| 6/10/2023 | Wilmot Raceway - Wilmot, WI Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds, Street Stocks, Hornets | Results | | Michael Olsen (Street Stocks) | 4th | - | - | DNS |
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| 6/23/2023 | Gravity Park Speedway - Chilton, WI King of the Bullring DIRTcar Sport Compact, B Modifieds, Street Stocks, Dirt Late Models, Super Stocks | Results | | Michael Olsen (Street Stocks) | 1st | - | - | 20th (DNF) |
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| 7/1/2023 | Wilmot Raceway - Wilmot, WI Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds, Street Stocks, Hornets | Results | | Michael Olsen (Street Stocks) | 9th | - | - | 18th |
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| 7/7/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Michael Olsen (Street Stocks) | DNS | - | - | 9th |
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| 7/14/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Michael Olsen (Street Stocks) | 4th | - | - | 2nd |
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| 7/21/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Vintage Modifieds, Super Stocks | Results | | Michael Olsen (Street Stocks) | 4th | - | - | DNS |
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| 8/16/2023 | Wilmot Raceway - Wilmot, WI A Modifieds, Street Stocks, Hornets, Winged Crate Sprints | Results | | Michael Olsen (Street Stocks) | 3rd | - | - | 6th |
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| 9/2/2023 | Wilmot Raceway - Wilmot, WI Non Wing Crate Sprints: Wisconsin wingLESS Sprints A Modifieds, Street Stocks, Hornets | Results | | Michael Olsen (Street Stocks) | 2nd | - | - | 12th |
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| 9/15/2023 | Gravity Park Speedway - Chilton, WI 2023 Chilton Fall Classic DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Trophy Truck, Super Stocks | Results | | Michael Olsen (Street Stocks) | 5th | - | - | - |
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| 9/16/2023 | Gravity Park Speedway - Chilton, WI 2023 Chilton Fall Classic DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Michael Olsen (Street Stocks) | - | - | - | 17th |
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| 9/22/2023 | 141 Speedway - Maribel, WI 14th Annual Treek Strong Creek Classic Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Olsen (Sportsmans) | 3rd | - | - | 8th |
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| 9/23/2023 | 141 Speedway - Maribel, WI 14th Annual Treek Strong Creek Classic Stock Cars, Sportsmans, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Michael Olsen (Sportsmans) | 2nd | - | - | 15th |
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