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| 5/12/2023 | Outagamie Speedway - Seymour, WI The Wisconsin Dirt Legends make a visit to Outagamie Speedway Pro Legends: Midwest Legends Dirt Series Street Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Ethan Ross (Pro Legends) | 4th | - | - | - |
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| 5/21/2023 | Angell Park Speedway - Sun Prairie, WI "The Dalhke Memorial" Season Opener at Angell Park 410 Sprints - Winged: IRA Interstate Racing Association Pro Legends: Midwest Legends Dirt Series Badger Midgets: Badger Midget Auto Racing Association | Results | | Ethan Ross (Pro Legends) | 6th | - | - | 18th |
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| 6/9/2023 | Gravity Park Speedway - Chilton, WI Races on the Speedway Pro Legends: Midwest Legends Dirt Series DIRTcar Sport Compact, Stock Cars, A Modifieds, B Modifieds, Street Stocks, Super Stocks | Results | | Ethan Ross (Pro Legends) | 2nd | - | - | 5th |
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| 7/8/2023 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Weekly Racing with Wisconsin Dirt Legends Pro Legends: Midwest Legends Dirt Series 360 Sprints - Winged, Stock Cars, Limited Modified | Results | | Ethan Ross (Pro Legends) | 3rd | - | - | 14th |
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| 7/16/2023 | Angell Park Speedway - Sun Prairie, WI Salute to Bryan Gapinski Pro Legends: Midwest Legends Dirt Series Badger Midgets: Badger Midget Auto Racing Association 360 Sprints - Winged | Results | | Ethan Ross (Pro Legends) | 3rd | - | - | 14th |
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