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| 2/24/2024 | Southern Illinois Center - DuQuoin, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 9th | - | 3rd | 15th |
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| 3/8/2024 | Southern Illinois Center - DuQuoin, IL Winged Outlaw: WFO Winged Outlaw Micro Series 360 Sprints - Winged, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 8th | - | 4th | - |
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| 3/9/2024 | Southern Illinois Center - DuQuoin, IL Winged Outlaw: WFO Winged Outlaw Micro Series 360 Sprints - Winged, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 7th | - | 7th | - |
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| 3/29/2024 | Doe Run Raceway - Doe Run, MO Doe Run Small Tire Shootout featuring the Hyper Racing WFO Winged Outlaw Micro Series Economy Midgets, Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 7th | - | 4th | - |
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| 3/30/2024 | Doe Run Raceway - Doe Run, MO 4th Annual Small Tire Shootout Economy Midgets, Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 6th | - | 6th | - |
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| 4/19/2024 | Doe Run Raceway - Doe Run, MO Economy Midgets, Winged Outlaw, Restricted 'A' Class, Winged A-Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 5th | - | - | 10th |
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| 4/20/2024 | Highland Speedway - Highland, IL $2,000-to-win MARS Modifieds DIRTcar Late Models: MARS - Midwest Auto Racing Series DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Craig Usher (Winged Outlaw) | 6th | - | - | 14th |
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| 5/10/2024 | Doe Run Raceway - Doe Run, MO Economy Midgets, Winged Outlaw, Restricted 'A' Class, Winged A-Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 5th | - | - | 8th |
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| 5/30/2024 | Doe Run Raceway - Doe Run, MO Xtreme Outlaw Midgets Midgets: POWRi National Midgets with Xtreme Outlaw Midgets Winged Outlaw: WFO Winged Outlaw Micro Series 360 Sprints - Winged, Restricted 'A' Class, Junior Sprints, Restricted Box Stock, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 8th | - | 11th | - |
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| 6/14/2024 | Doe Run Raceway - Doe Run, MO 4th Annual kids bike giveaway with Kids Nickel Race - Weekly Racing Economy Midgets, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 7th | - | - | 7th |
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| 6/28/2024 | Doe Run Raceway - Doe Run, MO Economy Midgets, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 5th | - | - | 13th |
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| 6/29/2024 | Farmington Empire Speedway - Farmington, MO $800 to WIN B Mod + Micro Sprints + Regular Show 410 Sprints - Winged, A Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Craig Usher (Winged Outlaw) | 3rd | - | - | 3rd |
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| 7/20/2024 | Macon Speedway - Macon, IL Mighty Macon Speedway- $1000 to win Winged Outlaw: WFO Winged Outlaw Micro Series DIRTcar UMP Modifieds, DIRTcar Sportsmans, Street Stocks, Hornets, Pro Late Model, Dirt 6-cyl Stock Cars, DIRTcar Pro Modifieds | Results | | Craig Usher (Winged Outlaw) | 8th | - | - | DNS |
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| 7/26/2024 | Doe Run Raceway - Doe Run, MO Economy Midgets, 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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| 8/9/2024 | Doe Run Raceway - Doe Run, MO Economy Midgets, 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 | - | - | 9th |
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| 8/10/2024 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns | Results | | Craig Usher (Winged Outlaw) | 7th | - | 6th | - |
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| 9/6/2024 | Doe Run Raceway - Doe Run, MO Winged Outlaw, Restricted 'A' Class, Winged A-Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Craig Usher (Winged Outlaw) | 7th | - | - | 7th |
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| 9/7/2024 | Farmington Empire Speedway - Farmington, MO 27th Annual Queens Royal & Terry Babb Tribute 410 Sprints - Winged, Midgets, A Modifieds, Winged Outlaw | Results | | Craig Usher (Winged Outlaw) | 4th | - | - | 4th |
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