| | Heat | Dash | B Feature | A Feature |
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| 3/26/2023 | Doe Run Raceway - Doe Run, MO open practice plus $1000 to win 200 lap endruo Enduro | Results | | Craig Usher (Enduro) | - | - | - | 5th |
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| 6/23/2023 | Doe Run Raceway - Doe Run, MO $750 30lap Winged Outlaw micro plus Fireworks Show by Harris Wholesale Fireworks makeup features Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 7th | - | - | 8th |
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| 7/7/2023 | Doe Run Raceway - Doe Run, MO Regular Night of Races all classes, Plus Kids Nickel Race Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 2nd | - | - | 8th |
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| 7/14/2023 | Doe Run Raceway - Doe Run, MO all regular classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Craig Usher (Winged Outlaw) | DNS | - | - | DNS |
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| 7/21/2023 | Doe Run Raceway - Doe Run, MO POWRi Midgets at Doe Run Raceway Midgets: POWRi National Midgets with Xtreme Outlaw Midgets Non-Wing Outlaw, Stock Non-Wing, Mod Lites, Hybrid 600cc Micros | Results | | Craig Usher (Stock Non-Wing) | 8th | - | 10th | - |
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| 7/22/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns | Results | | Craig Usher (Winged Outlaw) | 7th | - | 4th | 17th |
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| 8/11/2023 | Doe Run Raceway - Doe Run, MO Fan Appreciation night $7 grandstands plus meet the drivers. Regular Night of Races all classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 5th | - | - | 16th |
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| 8/25/2023 | Doe Run Raceway - Doe Run, MO 30 lap pro4/Mini Stock $350 to win Plus all regular classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 7th | - | - | 13th |
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| 9/22/2023 | Doe Run Raceway - Doe Run, MO Twin 20 lap Pro 4/Mini Stock $500 to win, Plus all regular classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 6th | - | - | 12th |
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| 9/29/2023 | Doe Run Raceway - Doe Run, MO Twin 20 lap Mod Lite $750 to win, Plus all regular classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 8th | - | - | 10th |
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| 9/30/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Craig Usher (Winged Outlaw) | 7th | - | - | 11th |
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| 10/6/2023 | Doe Run Raceway - Doe Run, MO championship night----- last points night. All Regular classes. Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 7th | - | - | 10th |
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| 10/21/2023 | Coles County Speedway - Mattoon, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Craig Usher (Winged Outlaw) | 5th | - | - | 21st |
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