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| 5/2/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Badger's 85th Season Opener Badger Midgets: Badger Midget Auto Racing Association Hobby Stocks, A Modifieds, B Modifieds, IMCA Late Models | Results | | Kevin Olson (Badger Midgets) | 2nd | - | - | 4th |
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| 5/23/2021 | Angell Park Speedway - Sun Prairie, WI Angell Park Season Opener 25 by Dr Pepper Badger Midgets: Badger Midget Auto Racing Association Semi-Pro Legends | Results | | Kevin Olson (Badger Midgets) | 2nd | - | - | - |
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| 6/5/2021 | Sycamore Speedway - Sycamore, IL Saturday Special w/ the Badger Midgets Badger Midgets: Badger Midget Auto Racing Association | Results | | Kevin Olson (Badger Midgets) | 5th | - | - | 8th |
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| 6/6/2021 | Angell Park Speedway - Sun Prairie, WI $6,000 to win 410 Sprints - Winged: IRA Interstate Racing Association with All Star Circuit of Champions Badger Midgets: Badger Midget Auto Racing Association | Results | | Kevin Olson (Badger Midgets) | 2nd | - | - | 3rd |
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| 6/13/2021 | Angell Park Speedway - Sun Prairie, WI Kevin Doty Classic Non Wing Crate Sprints: Wisconsin wingLESS Sprints Badger Midgets: Badger Midget Auto Racing Association Semi-Pro Legends | Results | | Kevin Olson (Badger Midgets) | 3rd | - | - | 7th |
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| 6/27/2021 | Angell Park Speedway - Sun Prairie, WI 410 Sprints - Winged: IRA Interstate Racing Association Badger Midgets: Badger Midget Auto Racing Association Semi-Pro Legends | Results | | Kevin Olson (Badger Midgets) | 5th | - | - | 3rd |
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| 7/3/2021 | Beaver Dam Raceway - Beaver Dam, WI Recheck Excavating Non Wing Crate Sprints: Wisconsin wingLESS Sprints Badger Midgets: Badger Midget Auto Racing Association Semi-Pro Legends, Masters Legends | Results | | Kevin Olson (Badger Midgets) | 4th | - | - | 6th |
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| 7/4/2021 | Angell Park Speedway - Sun Prairie, WI Pepsi Nationals Non Wing Crate Sprints: Wisconsin wingLESS Sprints Badger Midgets: Badger Midget Auto Racing Association | Results | | Kevin Olson (Badger Midgets) | 4th | - | - | 21st |
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| 7/18/2021 | Angell Park Speedway - Sun Prairie, WI Salute to Bryan Gapinski 25 Non Wing Crate Sprints: Wisconsin wingLESS Sprints Badger Midgets: Badger Midget Auto Racing Association Semi-Pro Legends, Masters Legends | Results | | Kevin Olson (Badger Midgets) | 3rd | - | - | 8th |
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| 7/31/2021 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Frank Filskov Memorial 360 Sprints - Winged: MSA Sprint Car Association 410 Sprints - Winged: IRA Interstate Racing Association Badger Midgets: Badger Midget Auto Racing Association | Results | | Kevin Olson (Badger Midgets) | 7th | - | - | 12th |
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| 8/1/2021 | Angell Park Speedway - Sun Prairie, WI Non Wing Crate Sprints: Wisconsin wingLESS Sprints Badger Midgets: Badger Midget Auto Racing Association 360 Sprints - Winged, 410 Sprints - Winged | Results | | Kevin Olson (Badger Midgets) | 5th | - | - | 6th |
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| 8/7/2021 | Sycamore Speedway - Sycamore, IL Badger Midgets: Badger Midget Auto Racing Association | Results | | Kevin Olson (Badger Midgets) | 1st | - | - | 2nd |
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| 8/15/2021 | Angell Park Speedway - Sun Prairie, WI King of the Park Badger Midgets: Badger Midget Auto Racing Association | Results | | Kevin Olson (Badger Midgets) | 3rd | - | - | 12th |
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| 8/21/2021 | Sycamore Speedway - Sycamore, IL Badger Midgets: Badger Midget Auto Racing Association | Results | | Kevin Olson (Badger Midgets) | 4th | - | - | 9th |
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| 8/22/2021 | Angell Park Speedway - Sun Prairie, WI Corn Fest 410 Sprints - Winged: IRA Interstate Racing Association Badger Midgets: Badger Midget Auto Racing Association Semi-Pro Legends | Results | | Kevin Olson (Badger Midgets) | 4th | - | - | 5th |
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| 9/4/2021 | Sycamore Speedway - Sycamore, IL Franklin B Alexander Memorial Badger Midgets: Badger Midget Auto Racing Association | Results | | Kevin Olson (Badger Midgets) | - | - | 3rd | 22nd |
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| 9/11/2021 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Badger Midgets: Badger Midget Auto Racing Association | Results | | Kevin Olson (Badger Midgets) | 7th | - | - | 9th |
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